US4338122A
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US
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Biocidal 2-aryl-1,3-cyclopentanedione compounds and alkali metal and ammonium salts thereof
Assignee: Rhone Poulenc Nederland BV
•
Filing: 1980-10-16
•
Granted: 1982-07-06
•
Expires: 2000-10-16
Abstract
Abstract 2-Aryl-1,3-cyclopentanedione compounds and their alkali metal and ammonium salts exhibit outstanding herbicidal and acaricidal activity.
Inventors
- 👤 Thomas N. Wheeler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 03:05
CPC Classifications
C; C07; C07C; C07C255/00; A; A01; A01N; A01N35/00; A01N35/06; C07C205/00; C07C205/45; C07C45/00; C07C45/45; C07C45/455; C07C45/56; C07C45/57; C07C45/59; C07C45/61; C07C45/67; C07C49/00; C07C49/587; C07C49/657; C07C49/687; C07C49/697; C07C49/703; C07C49/747; C07C59/00; C07C59/40; C07C59/76; C07C59/84; C07C59/88; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/56; C07D307/58; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804
Claims Analysis
Total Claims: 73
Claim 1
Independent Claim
228 words
A compound of the formula: ##STR20## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 2
Dependent Claim
228 words
A compound of the formula: ##STR20## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 3
Dependent Claim
46 words
A compound according to claim 1 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; R 7 and R 9 are individually hydrogen or alkyl groups.
Claim 4
Dependent Claim
18 words
A compound according to claim 2 wherein: R 7 and R 9 are individually hydrogen or methyl groups.
Claim 5
Dependent Claim
15 words
A compound according to claim 3 wherein: R 7 and R 9 are methyl groups.
Claim 6
Dependent Claim
65 words
A compound according to claim 1 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene groups having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring.
Claim 7
Dependent Claim
34 words
A compound according to claim 4 or 5 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 8
Dependent Claim
18 words
A compound according to claim 6 wherein: R R 1 and R 3 are individually methyl or chlorine.
Claim 9
Dependent Claim
85 words
A compound of the formula: ##STR21## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 10
Dependent Claim
85 words
A compound of the formula: ##STR21## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 11
Dependent Claim
32 words
A compound according to claim 8 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 12
Dependent Claim
13 words
A compound according to claim 9 wherein: R 3 is methyl or chlorine.
Claim 13
Dependent Claim
13 words
A compound according to claim 10 wherein: R 1 is methyl or chlorine.
Claim 14
Dependent Claim
1 words
2-(2',4'dimethylphenyl)-1,3-cyclopentanedione.
Claim 15
Dependent Claim
1 words
2-(2',4'dimethylphenyl)-1,3-cyclopentanedione.
Claim 16
Dependent Claim
1 words
8-(2'methylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 17
Dependent Claim
1 words
8-(2'methylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 18
Dependent Claim
2 words
8-(2',4' dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 19
Dependent Claim
2 words
8-(2',4' dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 20
Dependent Claim
2 words
8-(2',5' dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 21
Dependent Claim
2 words
8-(2',5' dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 22
Dependent Claim
2 words
2-(2',4' dichlorophenyl)-1,3-cyclopentanedione.
Claim 23
Dependent Claim
2 words
2-(2',4' dichlorophenyl)-1,3-cyclopentanedione.
Claim 24
Dependent Claim
2 words
2-(2',5' dimethylphenyl)-4-methyl-1,3-cyclopentanedione.
Claim 25
Dependent Claim
2 words
2-(2',5' dimethylphenyl)-4-methyl-1,3-cyclopentanedione.
Claim 26
Dependent Claim
249 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR22## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 27
Dependent Claim
249 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR22## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 28
Dependent Claim
16 words
A composition according to claim 18 wherein: said composition is miticidally mite ovicidally and herbicidally effective.
Claim 29
Dependent Claim
46 words
A composition according to claim 19 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; R 7 and R 9 are individually hydrogen or alkyl groups.
Claim 30
Dependent Claim
18 words
A composition according to claim 20 wherein: R 7 and R 9 are individually hydrogen or methyl groups.
Claim 31
Dependent Claim
15 words
A composition according to claim 21 wherein: R 7 and R 9 are methyl groups.
Claim 32
Dependent Claim
65 words
A composition according to claim 19 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring.
Claim 33
Dependent Claim
34 words
A composition according to claim 22 or 23 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 34
Dependent Claim
17 words
A composition according to claim 24 wherein: R 1 and R 3 are individually methyl or chlorine.
Claim 35
Dependent Claim
106 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR23## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 36
Dependent Claim
106 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR23## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 37
Dependent Claim
16 words
A composition according to claim 26 wherein: said composition is miticidally, mite, ovicidally or herbicidally effective.
Claim 38
Dependent Claim
32 words
A composition according to claim 27 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 39
Dependent Claim
13 words
A composition according to claim 28 wherein: R 3 is methyl or chlorine.
Claim 40
Dependent Claim
13 words
A composition according to claim 29 wherein: R 1 is methyl or chlorine.
Claim 41
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 2-(2',4'dimethylphenyl)1,3-cyclopentanedione.
Claim 42
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 8-(2'methylphenyl)bicyclo[4.3.0]nonane-7,9-dione.
Claim 43
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 8-(2',4'dimethylphenyl)bicyclo[4.3.0]nonane-7,9-dione.
Claim 44
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 8-(2',5'dimethylphenyl)bicyclo[4.3.0]nonane-7,9-dione.
Claim 45
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 2-(2',4'dichlorophenyl)-1,3-cyclopentanedione.
Claim 46
Dependent Claim
12 words
A composition according to claim 27 wherein: the active toxicant is 2-(2',5'dimethylphenyl)-4-methyl-1,3-cyclopentanedione.
Claim 47
Independent Claim
252 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula: ##STR24## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 48
Independent Claim
252 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula: ##STR24## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; R 6 , R 7 , R 8 and R 9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups; or any two R 6 , R 7 , R 8 or R 9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 49
Dependent Claim
24 words
A method according to claim 37 wherein: said plant pests are subjected to a miticidally, mite ovicidally or herbicidally effective amount of said compound.
Claim 50
Dependent Claim
46 words
A method according to claim 38 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; R 7 and R 9 are individually hydrogen or alkyl groups.
Claim 51
Dependent Claim
18 words
A method according to claim 39 wherein: R 7 and R 9 are individually hydrogen or methyl groups.
Claim 52
Dependent Claim
15 words
A method according to claim 40 wherein: R 7 and R 9 are methyl groups.
Claim 53
Dependent Claim
65 words
A method according to claim 38 wherein: R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring.
Claim 54
Dependent Claim
34 words
A method according to claim 41 or 42 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 55
Dependent Claim
17 words
A method according to claim 43 wherein: R 1 and R 3 are individually methyl or chlorine.
Claim 56
Independent Claim
109 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or plant pests to an acaricidally or herbicidally effective amount of a compound of the formula: ##STR25## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 57
Independent Claim
109 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or plant pests to an acaricidally or herbicidally effective amount of a compound of the formula: ##STR25## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group; with the proviso that R 1 , R 2 , R 3 , R 4 and R 5 substituents may not individually include more than ten aliphatic carbon atoms.
Claim 58
Dependent Claim
24 words
A method according to claim 45 wherein: said plant pests are subjected to a miticidally, mite ovicidally, or herbicidally effective amount of said compound.
Claim 59
Dependent Claim
32 words
A method according to claim 46 wherein: R 1 is an alkyl or halogen; R 2 , R 4 and R 5 are hydrogen; and R 3 is an alkyl or halogen.
Claim 60
Dependent Claim
13 words
A compound according to claim 47 wherein: R 3 is methyl or chlorine.
Claim 61
Dependent Claim
13 words
A compound according to claim 48 wherein: R 1 is methyl or chlorine.
Claim 62
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 2-(2',4'dimethylphenyl)-1,3-cyclopentanedione.
Claim 63
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 8-(2'methylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 64
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 8-(2',4'dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 65
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 8-(2',5'dimethylphenyl)-bicyclo[4.3.0]nonane-7,9-dione.
Claim 66
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 2-(2',4'dichlorophenyl)-1,3-cyclopentanedione.
Claim 67
Dependent Claim
11 words
A method according to claim 46 wherein: said compound is 2-(2',5'dimethylphenyl-4-methyl-1,3-cyclopentanedione.
Claim 68
Dependent Claim
164 words
A compound of the formula: ##STR26## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 69
Dependent Claim
164 words
A compound of the formula: ##STR26## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 70
Dependent Claim
185 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR27## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 71
Dependent Claim
185 words
An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula: ##STR27## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 or R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 72
Independent Claim
188 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula: ##STR28## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen, or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 and R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
Claim 73
Independent Claim
188 words
A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula: ##STR28## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein: R 1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group; R 2 , R 3 , R 4 and R 5 are individually hydrogen, alkyl, cyano, alkoxy, halogen, or trihalomethyl groups; R 6 and R 8 are hydrogen; and R 7 and R 9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring; with the provisos that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R 6 , R 7 , R 8 and R 9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-07-05 | 1986-01-04 | 1986-07-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-07-05 | 1990-01-04 | 1990-07-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-07-05 | 1994-01-04 | 1994-07-06 | $7700.00 | Window Closed / Lapsed |