US4425154A
Expired / Lapsed
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N-Phenylsulfonyl-N'-pyrimidinylureas
Assignee: Novartis Corp
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Filing: 1983-01-17
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Granted: 1984-01-10
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Expires: 2003-01-17
Abstract
Abstract N-Phenylsulfonyl-N'-pyrimidinyl ureas of the formula <IMAGE> and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formula A is a C2-C6 alkenyloxy, C2-C6 haloalkenyloxy, C2-C6 haloalkenylthio, C2-C6 haloalkenylsulfinyl or C2 -C6 haloalkenylsulfonyl radical Z is oxygen or sulfur, m is 1 or 2, R2 is hydrogen, halogen, C1-C5alkyl, C2-C5alkenyl, C1-C4haloalkyl, or a radical -Y-R5, -COOR6, -NO2 or -CO-NR7-R8, R3 and R4, each independently of the other, are hydrogen, C1-C4alkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms, R5 and R6, each independently of the other, are C1-C5alkyl, C2-C5alkenyl or C2-C6alkynyl, R7 and R8, each independently of the other, are hydrogen, C1-C5alkyl, C2-C5alkenyl or C2-C6alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge.
Inventors
- 👤 Willy Meyer
- 👤 Werner Fory
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 22:47
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; C07D521/00; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D251/00; C07D251/02; C07D251/12; C07D251/14
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
198 words
A N-phenylsulfonyl-N'-pyrimidinyl-urea of the formula I ##STR16## wherein A is a C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 haloalkenylthio, C 2 -C 6 haloalkenylsulfinyl or C 2 -C 6 haloalkenylsulfonyl radical Z is oxygen or sulfur, m is 1 or 2, R 2 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 -haloalkyl, or a radical --Y--R 5 , --COOR 6 , --NO 2 or --CO--NR 7 --R 8 , R 3 and R 4 , each independently of the other, are hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms, R 5 and R 6 , each independently of the other, are C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, R 7 and R 8 , each independently of the other, are hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge, or a salt thereof.
Claim 2
Dependent Claim
198 words
A N-phenylsulfonyl-N'-pyrimidinyl-urea of the formula I ##STR16## wherein A is a C 2 -C 6 alkenyloxy, C 2 -C 6 haloalkenyloxy, C 2 -C 6 haloalkenylthio, C 2 -C 6 haloalkenylsulfinyl or C 2 -C 6 haloalkenylsulfonyl radical Z is oxygen or sulfur, m is 1 or 2, R 2 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 -haloalkyl, or a radical --Y--R 5 , --COOR 6 , --NO 2 or --CO--NR 7 --R 8 , R 3 and R 4 , each independently of the other, are hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms, R 5 and R 6 , each independently of the other, are C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, R 7 and R 8 , each independently of the other, are hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge, or a salt thereof.
Claim 3
Dependent Claim
10 words
A compound according to claim 1, wherein Z is oxygen.
Claim 4
Dependent Claim
20 words
A compound according to claim 1, wherein R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 5
Dependent Claim
14 words
A compound according to claim 1, wherein Z is oxygen and m is 1.
Claim 6
Dependent Claim
14 words
A compound according to claim 1, wherein Z is oxygen and m is 2.
Claim 7
Dependent Claim
20 words
A compound according to claim 4, wherein the radical --A is in the 2- or 3-position to the sulfonyl group.
Claim 8
Dependent Claim
14 words
A compound according to claim 6, wherein the radical --A is in the 2-position.
Claim 9
Dependent Claim
20 words
A compound according to claim 5, wherein both radicals --A are in the 2- and 5-position to the sulfonyl group.
Claim 10
Dependent Claim
33 words
A compound according to claim 2, wherein only one radical --A is in the 2-position to the sulfonyl radical and R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 11
Dependent Claim
34 words
A compound according to claim 2, wherein two radicals --A are in the 2- and 5-position to the sulfonyl radical and R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 12
Dependent Claim
19 words
A compound according to claim 9, wherein R 2 is in the 5- or 6-position to the sulfonyl group.
Claim 13
Dependent Claim
22 words
A compound according to claim 11, wherein R 2 is hydrogen, halogen, C 1 -C 4 alkoxy, nitro or --COOR 6 .
Claim 14
Dependent Claim
55 words
A compound according to claim 12, wherein R 2 is hydrogen, fluorine, nitro or C 1 -C 4 alkoxy and each of R 3 and R 4 is hydrogen, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, halogen or alkoxyalkyl, whilst R 3 and R 4 together contain at most 4 carbon atoms.
Claim 15
Dependent Claim
34 words
A compound according to claim 13, wherein R 2 is hydrogen, and each of R 3 and R 4 is C 1 -C 4 alkyl, C 1 -C 4 alkoxy, methylthio, halogen, or alkoxyalkyl.
Claim 16
Dependent Claim
20 words
A compound according to claim 15, wherein A is C 2 -C 4 haloalkenyloxy or C 2 -C 6 alkenyloxy.
Claim 17
Dependent Claim
28 words
A compound according to claim 15, wherein A is C 2 -C 6 alkenyloxy and each of R 3 and R 4 is methyl, ethyl, chlorine or methoxy.
Claim 18
Dependent Claim
31 words
A compound according to claim 15, wherein A is vinyloxy substituted by 1 to 3 halogen atoms, and each of R 3 and R 4 is methyl, ethyl, chlorine or methoxy.
Claim 19
Dependent Claim
58 words
A compound according to claim 1, wherein Z is sulfur, each of R 3 and R 4 independently is C 1 -C 3 alkyl, C 1 -C 3 alkoxy or C 1 -C 3 alkylthio, containing together at most 4 carbon atoms, and A is --O--CCl═CHCl, and the radical --A is in the 2-position and m is 1.
Claim 20
Dependent Claim
5 words
N-[2-(1,2-Dichlorovinyloxy)-phenylsulfonyl]-N'-(4-chloro-6-methoxy-pyrimidin-2-yl)-urea according to claim 1.
Claim 21
Dependent Claim
26 words
A herbicidal and growth regulating composition which comprises an effective amount of at least one compound according to claim 1, together with a suitable carrier thereof.
Claim 22
Dependent Claim
28 words
A method of controlling undesired plant growth, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of a compound according to claim 1.
Claim 23
Dependent Claim
26 words
A method of suppressing plant growth, which method comprises applying thereto or to the locus thereof an effective amount of a compound according to claim 1.
Claim 24
Dependent Claim
28 words
A method according to claim 21 for selectively controlling weeds in crops of cultivated plants which method comprises applying the compound according to claim 1 preemergence or postemergence.
Claim 25
Dependent Claim
24 words
A method according to claim 21 for suppressing plant growth beyond the two-leaf-stage which method comprises applying the compound according to claim 1 preemergence.
References Cited (Backward Citations)
US4310346A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1987-01-09 | 1987-07-11 | 1988-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-09 | 1991-07-11 | 1992-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-09 | 1995-07-11 | 1996-01-10 | $7700.00 | Window Closed / Lapsed |