Patent US4152136A successfully refreshed from Google Patents.
US4152136A
Expired / Lapsed
US
⏱️ 0.0 years remaining
3-Phenyl-5-substituted-4(1H)-pyridones(thiones)
Assignee: Eli Lilly and Co
•
Filing: 1977-06-27
•
Granted: 1979-05-01
•
Expires: 1997-06-27
Abstract
Abstract A class of 3-phenyl-4(1H)-pyridones and pyridinethiones are broad-spectrum herbicides. The new compounds are characterized by a small substituent on the nitrogen, and usually bear a 5-substituent chosen from a class described herein. The phenyl ring may be substituted. The compounds are effective herbicides when applied both before and after the emergence of weeds, and are particularly useful for the control of weeds in cotton and rice cropland.
Inventors
- 👤 Harold M. Taylor
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 21:06
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/69; A; A01; A01N; A01N43/00; A01N43/34; A01N43/40; C07D213/61; C07D213/63; C07D213/68; C07D213/70; C07D213/78; C07D213/79; C07D213/80; C07D213/84; C07D213/85; C07D213/89; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/24
Claims Analysis
Total Claims: 273
Claim 1
Independent Claim
673 words
A compound of the formula ##STR19## wherein X represents oxygen or sulfur; R represents C 1 -C 3 alkyl, C 1 -c 3 alkyl substituted with halo, cyano, carboxy or methoxycarbonyl, C 2 -c 3 alkenyl, C 2 -c 3 alkynyl, C 1 -c 3 alkoxy, acetoxy or dimethylamino, provided that R comprises no more than 3 carbon atoms; the R 1 groups independently represent halo, C 1 -c 8 alkyl, C 1 -c 8 alkyl substituted with halo, C 1 -c 8 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, C 2 -c 8 alkenyl, C 2 -c 8 alkenyl substituted with halo, C 2 -c 8 alkynyl, C 2 -c 8 alkynyl substituted with halo, C 3 -c 6 cycloalkyl, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, C 1 -c 3 alkanoyloxy, C 1 -c 3 alkylsulfonyloxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, nitro, cyano, carboxy, hydroxy, C 1 -c 3 alkoxycarbonyl, --O--R 3 , --s--r 3 , --so--r 3 or --SO 2 --R 3 ; R 3 represents C 1 -C 12 alkyl, C 1 -c 12 alkyl substituted with halo, C 1 -c 12 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, C 3 -c 6 cycloalkyl, C 4 -c 8 cycloalkylalkyl, C 2 -c 12 alkenyl, C 2 -c 12 alkenyl substituted with halo, C 2 -c 12 alkynyl or C 2 -c 12 alkynyl substituted with halo, provided that R 3 comprises no more than 12 carbon atoms; R 2 represents halo, hydrogen, cyano, C 1 -c 3 alkoxycarbonyl, C 1 -c 6 alkyl, C 1 -c 6 alkyl substituted with halo or C 1 -C 3 alkoxy, C 2 -c 6 alkenyl, C 2 -c 6 alkenyl substituted with halo or C 1 -C 3 alkoxy, C 2 -c 6 alkynyl, C 3 -c 6 cycloalkyl, C 3 -c 6 cycloalkyl substituted with halo, C 1 -C 3 alkyl or C 1 -C 3 alkoxy, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, phenyl-C 1 -C 3 alkyl, furyl, naphthyl, thienyl, --O--R 4 , --s--r 4 , --so--r 4 , --so 2 --r 4 or ##STR20## R 4 represents C 1 -C 3 alkyl, C 1 -C 3 alkyl substituted with halo, C 2 -c 3 alkenyl, C 2 -c 3 alkenyl substituted with halo, benzyl, phenyl or phenyl substituted with halo, C 1 -C 3 alkyl or C 1 -C 3 alkoxy; the R 5 groups independently represent halo, C 1 -c 8 alkyl, C 1 -c 8 alkyl substituted with halo, C 1 -c 8 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, C 2 -c 8 alkenyl, C 2 -c 8 alkenyl substituted with halo, C 2 -c 8 alkynyl, C 2 -c 8 alkynyl substituted with halo, C 3 -c 6 cycloalkyl, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, C 1 -c 3 alkanoyloxy, C 1 -c 3 alkylsulfonyloxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, nitro, cyano, carboxy, hydroxy, C 1 -c 3 alkoxycarbonyl, --O--R 6 , --s--r 6 , --so--r 6 or --SO 2 --R 6 ; R 6 represents C 1 -C 12 alkyl, C 1 -c 12 alkyl substituted with halo, C 1 -c 12 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, C 3 -c 6 cycloalkyl, C 4 -c 8 cycloalkylalkyl, C 2 -c 12 alkenyl, C 2 -c 12 alkenyl substituted with halo, C 2 -c 12 alkynyl or C 2 -c 12 alkynyl substituted with halo, provided that R 6 comprises no more than 12 carbon atoms; m and n independently represent 0-2; and the acid addition salts thereof.
Claim 2
Dependent Claim
673 words
A compound of the formula ##STR19## wherein X represents oxygen or sulfur; R represents C 1 -C 3 alkyl, C 1 -c 3 alkyl substituted with halo, cyano, carboxy or methoxycarbonyl, C 2 -c 3 alkenyl, C 2 -c 3 alkynyl, C 1 -c 3 alkoxy, acetoxy or dimethylamino, provided that R comprises no more than 3 carbon atoms; the R 1 groups independently represent halo, C 1 -c 8 alkyl, C 1 -c 8 alkyl substituted with halo, C 1 -c 8 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, C 2 -c 8 alkenyl, C 2 -c 8 alkenyl substituted with halo, C 2 -c 8 alkynyl, C 2 -c 8 alkynyl substituted with halo, C 3 -c 6 cycloalkyl, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, C 1 -c 3 alkanoyloxy, C 1 -c 3 alkylsulfonyloxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, nitro, cyano, carboxy, hydroxy, C 1 -c 3 alkoxycarbonyl, --O--R 3 , --s--r 3 , --so--r 3 or --SO 2 --R 3 ; R 3 represents C 1 -C 12 alkyl, C 1 -c 12 alkyl substituted with halo, C 1 -c 12 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, C 3 -c 6 cycloalkyl, C 4 -c 8 cycloalkylalkyl, C 2 -c 12 alkenyl, C 2 -c 12 alkenyl substituted with halo, C 2 -c 12 alkynyl or C 2 -c 12 alkynyl substituted with halo, provided that R 3 comprises no more than 12 carbon atoms; R 2 represents halo, hydrogen, cyano, C 1 -c 3 alkoxycarbonyl, C 1 -c 6 alkyl, C 1 -c 6 alkyl substituted with halo or C 1 -C 3 alkoxy, C 2 -c 6 alkenyl, C 2 -c 6 alkenyl substituted with halo or C 1 -C 3 alkoxy, C 2 -c 6 alkynyl, C 3 -c 6 cycloalkyl, C 3 -c 6 cycloalkyl substituted with halo, C 1 -C 3 alkyl or C 1 -C 3 alkoxy, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, phenyl-C 1 -C 3 alkyl, furyl, naphthyl, thienyl, --O--R 4 , --s--r 4 , --so--r 4 , --so 2 --r 4 or ##STR20## R 4 represents C 1 -C 3 alkyl, C 1 -C 3 alkyl substituted with halo, C 2 -c 3 alkenyl, C 2 -c 3 alkenyl substituted with halo, benzyl, phenyl or phenyl substituted with halo, C 1 -C 3 alkyl or C 1 -C 3 alkoxy; the R 5 groups independently represent halo, C 1 -c 8 alkyl, C 1 -c 8 alkyl substituted with halo, C 1 -c 8 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, C 2 -c 8 alkenyl, C 2 -c 8 alkenyl substituted with halo, C 2 -c 8 alkynyl, C 2 -c 8 alkynyl substituted with halo, C 3 -c 6 cycloalkyl, C 4 -c 6 cycloalkenyl, C 4 -c 8 cycloalkylalkyl, C 1 -c 3 alkanoyloxy, C 1 -c 3 alkylsulfonyloxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, nitro, cyano, carboxy, hydroxy, C 1 -c 3 alkoxycarbonyl, --O--R 6 , --s--r 6 , --so--r 6 or --SO 2 --R 6 ; R 6 represents C 1 -C 12 alkyl, C 1 -c 12 alkyl substituted with halo, C 1 -c 12 alkyl monosubstituted with phenyl, cyano or C 1 -C 3 alkoxy, phenyl, phenyl monosubstituted with halo, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or nitro, C 3 -c 6 cycloalkyl, C 4 -c 8 cycloalkylalkyl, C 2 -c 12 alkenyl, C 2 -c 12 alkenyl substituted with halo, C 2 -c 12 alkynyl or C 2 -c 12 alkynyl substituted with halo, provided that R 6 comprises no more than 12 carbon atoms; m and n independently represent 0-2; and the acid addition salts thereof.
Claim 3
Dependent Claim
8 words
The compound of claim 1 which is 3-(4-chloro-3-trifluoromethylphenyl)-5-ethoxy-1-methyl-4(1H)-pyridone.
Claim 4
Dependent Claim
8 words
The compound of claim 1 which is 1-methyl-3-(4-chloro-3-trifluoromethylphenyl)-5-propyl-4(1H)-pyridone.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is 3-ethyl-1-methyl-5-(4-chloro-3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 6
Dependent Claim
11 words
A compound of claim 1 wherein R represents methyl or ethyl.
Claim 7
Dependent Claim
9 words
A compound of claim 5 wherein R represents methyl.
Claim 8
Dependent Claim
101 words
A compound of claim 1 of the formula ##STR21## wherein X represents oxygen or sulfur; R o represents C 1 -C 3 alkyl, C 2 -C 3 alkenyl, acetoxy or methoxy; q and p indepdendently represent 0-2; the R 7 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy; the R 8 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy, or two R 8 groups occupying adjacent o and m positions combine with the phenyl ring to which they are attached to form a 1-naphthyl group.
Claim 9
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 10
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-fluorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 11
Dependent Claim
8 words
The compound of claim 7 which is 3-(3chlorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 12
Dependent Claim
8 words
The compound of claim 7 which is 3,5-bis(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 13
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-chlorophenyl)-5-(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 14
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3-(3-methylphenyl)-5-phenyl-4(1H)-pyridone.
Claim 15
Dependent Claim
8 words
The compound of claim 7 which is 3,5-diphenyl-1-methyl-4(1H)-pyridone.
Claim 16
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 17
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-bromophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 18
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-methoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 19
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-ethoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 20
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3-phenyl-5-(3-propoxyphenyl)-4(1H)-pyridone.
Claim 21
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-isopropoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 22
Dependent Claim
8 words
The compound of claim 7 which is 3,5-bis(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 23
Dependent Claim
8 words
The compound of claim 7 which is 3-(2-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 24
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 25
Dependent Claim
8 words
The compound of claim 7 which is 3-(4-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 26
Dependent Claim
8 words
The compound of claim 7 which is 3-(2-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 27
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 28
Dependent Claim
8 words
The compound of claim 7 which is 3-(4-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 29
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-chlorophenyl)-5-(4-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 30
Dependent Claim
8 words
The compound of claim 7 which is 1-ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 31
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridinethione.
Claim 32
Dependent Claim
8 words
The compound of claim 7 which is 3-(4-chloro-3-trifluoromethylphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 33
Dependent Claim
8 words
The compound of claim 7 which is 3-(2-chlorophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 34
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-bromophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridione.
Claim 35
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-bromophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 36
Dependent Claim
8 words
The compound of claim 7 which is 3-(3-chlorophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 37
Dependent Claim
8 words
The compound of claim 7 which is 1-methyl-3,5-bis(3-methylphenyl)-4(1H)-pyridone.
Claim 38
Dependent Claim
10 words
A compound of claim 7 wherein R 0 represents methyl.
Claim 39
Dependent Claim
10 words
A compound of claim 37 wherein R 0 represents methyl.
Claim 40
Dependent Claim
20 words
A compound of claim 1 wherein m represents 1, and the R 1 group is located at the meta position.
Claim 41
Dependent Claim
11 words
A compound of claim 39 wherein R represents methyl or ethyl.
Claim 42
Dependent Claim
9 words
A compound of claim 40 wherein R represents methyl.
Claim 43
Dependent Claim
9 words
A compound of claim 39 wherein X represents oxygen.
Claim 44
Dependent Claim
8 words
The compound of claim 42 which is 1-methyl-3-phenyl-5-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4(1H)pyridone.
Claim 45
Dependent Claim
8 words
The compound of claim 42 which is 3-(3-isobutylphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 46
Dependent Claim
10 words
A compound of claim 42 wherein R 1 represents trifluoromethyl.
Claim 47
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 48
Dependent Claim
8 words
The compound of claim 45 which is 3-chloro-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 49
Dependent Claim
8 words
The compound of claim 45 which is 3-bromo-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 50
Dependent Claim
8 words
The compound of claim 45 which is 1,3-dimethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 51
Dependent Claim
8 words
The compound of claim 45 which is 3-ethyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridine.
Claim 52
Dependent Claim
8 words
The compound of claim 45 which is 3-isopropyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 53
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-allylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 54
Dependent Claim
8 words
The compound of claim 45 which is 3-ethylsulfinyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 55
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(3-trifluoromethylphenyl)-5-trifluoromethylthio-4(1H)-pyridone.
Claim 56
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(2-chloro-4-fluorophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 57
Dependent Claim
8 words
The compound of claim 45 which is 3-(2,5-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone
Claim 58
Dependent Claim
8 words
The compound of claim 45 which is 3-(3,4-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)4(1H)-pyridone.
Claim 59
Dependent Claim
8 words
The compound of claim 45 which is 3-(2-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 60
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(2-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 61
Dependent Claim
8 words
The compound of claim 45 which is 3-(2-ethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 62
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(2-trifluoromethylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 63
Dependent Claim
8 words
The compound of claim 45 which is 3-(2-methoxyphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 64
Dependent Claim
8 words
The compound of claim 45 which is 3-(3-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 65
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(3-methylphenyl)-5-(3-trifluoromethylphenyl-4(1H)-pyridone.
Claim 66
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(4-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 67
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-propyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 68
Dependent Claim
8 words
The compound of claim 45 which is 3-methoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 69
Dependent Claim
8 words
The compound of claim 45 which is 3-ethoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 70
Dependent Claim
8 words
The compound of claim 45 which is 3-isopropoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 71
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-phenoxy-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 72
Dependent Claim
8 words
The compound of claim 45 which is 3-ethylthio-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 73
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-propylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 74
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-isopropylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 75
Dependent Claim
8 words
The compound of claim 45 which is 1-methyl-3-(3-methylthiophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 76
Dependent Claim
8 words
The compound of claim 45 which is 1,3-diethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 77
Dependent Claim
8 words
The compound of claim 45 which is 1-ethyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 78
Dependent Claim
11 words
A compound of claim 45 wherein R represents methyl or ethyl.
Claim 79
Dependent Claim
9 words
A compound of claim 77 wherein R represents methyl.
Claim 80
Dependent Claim
75 words
A compound of claim 1 of the formula ##STR22## wherein X represents oxygen or sulfur; R 9 represents C 1 -C 3 alkyl; R 10 represents hydrogen, trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio; R 11 represents C 1 -C 4 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, phenyl, phenoxy, phenylthio, or phenyl, phenoxy or phenylthio monosubstituted with trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio.
Claim 81
Dependent Claim
12 words
A compound of claim 79 wherein R 9 represents methyl or ethyl.
Claim 82
Dependent Claim
10 words
A compound of claim 80 wherein R 9 represents methyl.
Claim 83
Dependent Claim
9 words
A compound of claim 79 wherein X represents oxygen.
Claim 84
Dependent Claim
8 words
The compound of claim 82 which is 1-methyl-3-(3-methylthiophenyl)-5-phenyl-4(1H)-pyridone.
Claim 85
Dependent Claim
9 words
A compound of claim 79 wherein X represents sulphur.
Claim 86
Dependent Claim
12 words
A compound of claim 84 wherein R 9 represents methyl or ethyl.
Claim 87
Dependent Claim
10 words
A compound of claim 85 wherein R 9 represents methyl.
Claim 88
Dependent Claim
22 words
An herbicidal method of selectively killing weeds which comprises contacting the weeds with an herbicidally-effective amount of a compound of claim 1.
Claim 89
Dependent Claim
19 words
A method of claim 87 wherein the amount of the compound is from about 0.1 to about 20 kg./ha.
Claim 90
Dependent Claim
10 words
A method of claim 88 wherein the compound is 3-(4-chloro-3-trifluoromethylphenyl)-5-ethoxy-1-methyl-4(1H)-pyridone.
Claim 91
Dependent Claim
10 words
A method of claim 88 wherein the compound is 1-methyl-3-(4-chloro-3-trifluoromethylphenyl)-5-propyl-4(1H)-pyridone.
Claim 92
Dependent Claim
10 words
A method of claim 88 wherein the compound is 3-ethyl-1-methyl-5-(4-chloro-3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 93
Dependent Claim
19 words
A method of claim 88 wherein the amount of the compound is from about 0.1 to about 5 kg./ha.
Claim 94
Dependent Claim
15 words
A method of claim 92 wherein the weeds are in the soil of cotton cropland.
Claim 95
Dependent Claim
15 words
A method of claim 87 wherein the weeds are in the soil of rice cropland.
Claim 96
Dependent Claim
26 words
A method of claim 94 wherein the rice is in flooded transplant culture, and the compound is applied at from the 0.025 to about 2 kg./ha.
Claim 97
Dependent Claim
107 words
A method of claim 88 wherein the compound is a compound of the formula ##STR23## wherein X represents oxygen or sulfur; R o represents C 1 -C 3 alkyl, C 2 -C 3 alkenyl, acetoxy or methoxy; q and p independently represent 0-2; the R 7 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy; the R 8 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy, or two R 8 groups occupying adjacent o and m positions combine with the phenyl ring to which they are attached to form a 1-naphthyl group.
Claim 98
Dependent Claim
11 words
A method of claim 96 wherein the weeds are herbaceous weeds.
Claim 99
Dependent Claim
19 words
A method of claim 96 wherein the amount of the compound is from about 0.1 to about 5 kg./ha.
Claim 100
Dependent Claim
15 words
A method of claim 98 wherein the weeds are in the soil of cotton cropland.
Claim 101
Dependent Claim
15 words
A method of claim 98 wherein the weeds are in the soil of rice cropland.
Claim 102
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 103
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-fluorophenyl)-1-methyl-5-phenyl)-4(1H)-pyridone.
Claim 104
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 105
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3,5-bis(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 106
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-chlorophenyl)-5-(3-fluorophenyl)-1-methyl-4(1H)pyridone.
Claim 107
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-methyl-3-(3-methylphenyl)-5-phenyl-4(1H)-pyridone.
Claim 108
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3,5-diphenyl-1-methyl-4(1H)-pyridone.
Claim 109
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-methyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 110
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 111
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-methoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 112
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-ethoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 113
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-methyl-3-phenyl-5-(3-propoxyphenyl)-4(1H)-pyridone.
Claim 114
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-isopropoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 115
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3,5-bis(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 116
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(2-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 117
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 118
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(4-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 119
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(2-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 120
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 121
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(4-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 122
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-chlorophenyl)-5-(4-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 123
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 124
Dependent Claim
10 words
A method of claim 96 wherein the compound is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridinethione.
Claim 125
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(4-chloro-3-trifluoromethylphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 126
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(2-chlorophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 127
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-bromophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 128
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 129
Dependent Claim
10 words
A method of claim 96 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 130
Dependent Claim
9 words
A method of claim 96 wherein the compoundis 1-methyl-3,5-bis(3-methylphenyl)-4(1H)-pyridone.
Claim 131
Dependent Claim
18 words
A method of claim 96 wherein the compound is a compound wherein R 0 represents methyl or ethyl.
Claim 132
Dependent Claim
26 words
A method of claim 88 wherein the compound is a compound wherein m represents 1, and the R 1 group is located at the meta position.
Claim 133
Dependent Claim
15 words
A method of claim 131 wherein the compound is a compound wherein X represents oxygen.
Claim 134
Dependent Claim
10 words
A method of claim 132 wherein the compound is 1-methyl-3-phenyl-5-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4(1H)-pyridone.
Claim 135
Dependent Claim
10 words
A method of claim 132 wherein the compound is 3-(3-isobutylphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 136
Dependent Claim
16 words
A method of claim 132 wherein the compound is a compound wherein R 1 represents trifluoromethyl.
Claim 137
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 138
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-chloro-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 139
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-bromo-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 140
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1,3-dimethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 141
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-ethyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 142
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-isopropyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 143
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-allylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 144
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-ethylsulfinyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 145
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3(3trifluoromethylphenyl)-5;-trifluoromethylthio-4(1H)-pyridone.
Claim 146
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(2-chloro-4-fluorophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 147
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(2,5-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 148
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(3,4-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 149
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(2-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 150
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(2-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 151
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(2-ethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 152
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(2-trifluoromethylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 153
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(2-methoxyphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 154
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 155
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(3-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 156
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(4-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 157
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-propyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 158
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-methoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 159
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-ethoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 160
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-isopropoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 161
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-phenoxy-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 162
Dependent Claim
10 words
A method of claim 135 wherein the compound is 3-ethylthio-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 163
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-propylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 164
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-isopropylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 165
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-methyl-3-(3-methylthiophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 166
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1,3-diethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 167
Dependent Claim
10 words
A method of claim 135 wherein the compound is 1-ethyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 168
Dependent Claim
17 words
A method of claim 135 wherein the compound is a compound wherein R represents methyl or ethyl.
Claim 169
Dependent Claim
10 words
A method of claim 97 wherein the compound is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 170
Dependent Claim
10 words
A method of claim 97 wherein the compound is 3-(3-fluorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 171
Dependent Claim
10 words
A method of claim 97 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 172
Dependent Claim
10 words
A method of claim 97 wherein the compound is 3,5-bis(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 173
Dependent Claim
10 words
A method of claim 97 wherein the compound is 3-(3-chlorophenyl)-5-(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 174
Dependent Claim
10 words
A method of claim 97 wherein the compound is 1-methyl-3-(3-methylphenyl)-5-phenyl-4(1H)-pyridone.
Claim 175
Dependent Claim
10 words
A method of claim 97 wherein the compound is 3,5-diphenyl-1-methyl-4(1H)-pyridone.
Claim 176
Dependent Claim
10 words
A method of claim 97 wherein the compound is 1-methyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 177
Dependent Claim
79 words
A method of claim 87 wherein the compound is of the formula ##STR24## wherein X represents oxygen or sulfur; R 9 represents C 1 -C 3 alkyl; R 10 represents hydrogen, trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio; R 11 represents C 1 -C 4 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, phenyl, phenoxy, phenylthio, or phenyl, phenoxy or phenylthio monosubstituted with trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio.
Claim 178
Dependent Claim
15 words
A method of claim 176 wherein the weeds are in the soil of cotton cropland.
Claim 179
Dependent Claim
15 words
A method of claim 176 wherein the weeds are in the soil of rice cropland.
Claim 180
Dependent Claim
18 words
A method of claim 177 wherein the compound is applied at from about 0.1 to about 5 kg./ha.
Claim 181
Dependent Claim
26 words
A method of claim 178 wherein the rice is in flooded transplant culture, and the compound is applied at from about 0.025 to about 2 kg./ha.
Claim 182
Dependent Claim
18 words
A method of claim 176 wherein the compound is a compound wherein R 9 represents methyl or ethyl.
Claim 183
Dependent Claim
15 words
A method of claim 181 wherein the compound is a compound wherein X represents oxygen.
Claim 184
Dependent Claim
10 words
A method of claim 182 wherein the compound is 1-methyl-3-(3-methylthiophenyl)-5-phenyl-4(1H)-pyridone.
Claim 185
Dependent Claim
15 words
A method of claim 176 wherein the compound is a compound wherein X represents sulphur.
Claim 186
Dependent Claim
18 words
A method of claim 184 wherein the compound is a compound wherein R 9 represents methyl or ethyl.
Claim 187
Dependent Claim
16 words
A method of claim 185 wherein the compound is a compound wherein R 9 represents methyl.
Claim 188
Dependent Claim
14 words
An herbicidal composition which comprises an inert carrier and a compound of claim 1.
Claim 189
Dependent Claim
10 words
A composition of claim 187 wherein the compound is 3-(4-chloro-3-trifluoromethylphenyl)-5-ethoxy-1-methyl-4(1H)-pyridone.
Claim 190
Dependent Claim
10 words
A composition of claim 187 wherein the compound is 1-methyl-3-(4-chloro-3-trifluoromethylphenyl)-5-propyl-4(1H)-pyridone.
Claim 191
Dependent Claim
10 words
A composition of claim 187 wherein the compound is 3-ethyl-1-methyl-5-(4-chloro-3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 192
Dependent Claim
17 words
A composition of claim 187 wherein the compound is a compound wherein R represents methyl or ethyl.
Claim 193
Dependent Claim
15 words
The composition of claim 191 wherein the compound is a compound wherein R represents methyl.
Claim 194
Dependent Claim
106 words
A composition of claim 187 wherein the compound is a compound of the formula ##STR25## wherein X represents oxygen or sulfur; R° represents C 1 -C 3 alkyl, C 2 -C 3 alkenyl, acetoxy or methoxy; q and p independently represent 0-2; the R 7 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy; the R 8 groups independently represent halo, C 1 -C 3 alkyl, trifluoromethyl or C 1 -C 3 alkoxy, or two R 8 groups occupying adjacent o and m positions combine with the phenyl ring to which they are attached to form a 1-naphthyl group.
Claim 195
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 196
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-fluorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 197
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 198
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3,5-bis(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 199
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-chlorophenyl)-5-(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 200
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-methyl-3-(3-methylphenyl)-5-phenyl-4(1H)-pyridone.
Claim 201
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3,5-diphenyl-1-methyl-4(1H)-pyridone.
Claim 202
Dependent Claim
10 words
A compound of claim 193 wherein the compound is 1-methyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 203
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 204
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-methoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 205
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-ethoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 206
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-methyl-3-phenyl-5-(3-propoxyphenyl)-4(1H)-pyridone.
Claim 207
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-isopropoxyphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 208
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3,5-bis(3-fluorophenyl)-1-methyl-4(1H)-pyridone.
Claim 209
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(2-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 210
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 211
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(4-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 212
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(2-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 213
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 214
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(4-fluorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 215
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-chlorophenyl)-5-(4-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 216
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 217
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-methyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 218
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(4-chloro-3-trifluoromethylphenyl)-1-methyl-5-phenyl-4(4H)-pyridone.
Claim 219
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(2-chlorophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 220
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-bromophenyl)-5-(3-chlorophenyl)-1-methyl-4(1H)-pyridone.
Claim 221
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 222
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 3-(3-chlorophenyl)-1-methyl-5-(2-methylphenyl)-4(1H)-pyridone.
Claim 223
Dependent Claim
10 words
A composition of claim 193 wherein the compound is 1-methyl-3,5-bis(3-methylphenyl)-4(1H)-pyridone.
Claim 224
Dependent Claim
17 words
A composition of claim 193 wherein the compound is a compound wherein R° represents methyl or ethyl.
Claim 225
Dependent Claim
15 words
A composition of claim 223 wherein the compound is a compound wherein R° represents methyl.
Claim 226
Dependent Claim
26 words
A composition of claim 187 wherein the compound is a compound wherein m represents 1, and the R 1 group is located at the meta position.
Claim 227
Dependent Claim
17 words
A composition of claim 225 wherein the compound is a compound wherein R represents methyl or ethyl.
Claim 228
Dependent Claim
15 words
A composition of claim 226 wherein the compound is a compound wherein R represents methyl.
Claim 229
Dependent Claim
15 words
A composition of claim 225 wherein the compound is a compound wherein X represents oxygen.
Claim 230
Dependent Claim
10 words
A composition of claim 228 wherein the compound is 1-methyl-3-phenyl-5-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4(1H)-pyridone.
Claim 231
Dependent Claim
10 words
A composition of claim 228 wherein the compound is 3-(3-isobutylphenyl)-1-methyl-5-phenyl-4(1H)-pyridone.
Claim 232
Dependent Claim
16 words
A composition of claim 228 wherein the compound is a compound wherein R 1 represents trifluoromethyl.
Claim 233
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 234
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-chloro-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 235
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-bromo-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 236
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1,3-dimethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 237
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-ethyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 238
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-isopropyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 239
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-allylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 240
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-ethylsulfinyl-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 241
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(3-trifluoromethylphenyl)-5-trifluoromethylthio-4(1H)-pyridone.
Claim 242
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(2-chloro-4-fluorophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 243
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(2,5-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 244
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(3,4-dimethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 245
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(2-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 246
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(2-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 247
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(2-ethylphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 248
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(2-trifluoromethylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 249
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(2-methoxyphenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 250
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-(3-bromophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 251
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(3-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 252
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(4-methylphenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 253
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-propyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 254
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-methoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 255
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-ethoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 256
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-isopropoxy-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 257
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-phenoxy-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 258
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 3-ethylthio-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 259
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-propylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 260
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-isopropylthio-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 261
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-methyl-3-(3-methylthiophenyl)-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 262
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1,3-diethyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 263
Dependent Claim
10 words
A composition of claim 231 wherein the compound is 1-ethyl-3,5-bis(3-trifluoromethylphenyl)-4(1H)-pyridone.
Claim 264
Dependent Claim
17 words
A composition of claim 231 wherein the compound is a compound wherein R represents methyl or ethyl.
Claim 265
Dependent Claim
15 words
A composition of claim 263 wherein the compound is a compound wherein R represents methyl.
Claim 266
Dependent Claim
79 words
A composition of claim 187 wherein the compound is of the formula ##STR26## wherein X represents oxygen or sulfur; R 9 represents C 1 -C 3 alkyl; R 10 represents hydrogen, trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio; R 11 represents C 1 -C 4 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, phenyl, phenoxy, phenylthio, or phenyl, phenoxy or phenylthio monosubstituted with trifluoromethyl, C 1 -C 3 alkyl, halo, methoxy or methylthio.
Claim 267
Dependent Claim
18 words
A composition of claim 265 wherein the compound is a compound wherein R 9 represents methyl or ethyl.
Claim 268
Dependent Claim
16 words
A composition of claim 266 wherein the compound is a compound wherein R 9 represents methyl.
Claim 269
Dependent Claim
15 words
A composition of claim 265 wherein the compound is a compound wherein X represents oxygen.
Claim 270
Dependent Claim
10 words
A composition of claim 268 wherein the compound is 1-methyl-3-(3-methylthiophenyl)-5-phenyl-4(1H)-pyridone.
Claim 271
Dependent Claim
15 words
A composition of claim 265 wherein the compound is a compound wherein X represents sulphur.
Claim 272
Dependent Claim
18 words
A composition of claim 270 wherein the compound is a compound wherein R 9 represents methyl or ethyl.
Claim 273
Dependent Claim
16 words
A composition of claim 271 wherein the compound is a compound wherein R 9 represents methyl.
References Cited (Backward Citations)
DE2241665A1
Cited
US4051142A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-30 | 1982-10-30 | 1983-05-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-30 | 1986-10-30 | 1987-05-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-30 | 1990-10-30 | 1991-05-01 | $7700.00 | Window Closed / Lapsed |