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US4671819A
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N-phenylsulfonyl-N'-triazinylureas
Assignee: Novartis Corp
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Filing: 1985-12-17
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Granted: 1987-06-09
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Expires: 2005-12-17
Abstract
Abstract N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R 1 is hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, --CO--R 6 , --NR 7 R 8 , --CO--NR 9 R 10 or --SO 2 --NR 11 R 12 , R 2 is hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl or C 1 -C 4 -alkylsulfonyl, R 3 and R 4 independently of one another are each hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 2 -C 4 -alkoxyalkyl, C 1 -C 4 -alkoxy or --NR 12 R 13 , R 5 is hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 6 is C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 2 -C 6 -alkoxyalkoxy, hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl, R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 independently of one another are each hydrogen or C 1 -C 4 -alkyl, E is nitrogen, and Z is oxygen or sulfur; and also the salts of these compounds.
Inventors
- 👤 Willy Meyer
- 👤 Konrad Oertle
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 20:49
CPC Classifications
C; C07; C07C; C07C309/00; C07C309/78; C07C309/86; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07C311/00; C07C311/65; C07D; C07D521/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
254 words
An N-phenylsulfonyl-N-'-triazinylurea of the formula I ##STR16## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R 1 is hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, --CO--R 6 , --NR 7 R 8 , --CO--NR 9 R 10 or --SO 2 --NR 11 R 12 , R 2 is hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl or C 1 -C 4 -alkylsulfonyl, R 3 and R 4 independently of one another are each hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 2 -C 4 -alkoxyalkyl, C 1 -C 4 -alkoxy or --NR 12 R 13 , R 5 is hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 6 is C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 2 -C 6 -alkoxyalkoxy, hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl, R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 independently of one another are each hydrogen or C 1 -C 4 -alkyl, E is nitrogen, and Z is oxygen or sulfur; and also the salts of these compounds.
Claim 2
Dependent Claim
254 words
An N-phenylsulfonyl-N-'-triazinylurea of the formula I ##STR16## wherein A is 3,3,3-trifluoropropyl or 3,3-difluorobutyl, R 1 is hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, --CO--R 6 , --NR 7 R 8 , --CO--NR 9 R 10 or --SO 2 --NR 11 R 12 , R 2 is hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulfinyl or C 1 -C 4 -alkylsulfonyl, R 3 and R 4 independently of one another are each hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 2 -C 4 -alkoxyalkyl, C 1 -C 4 -alkoxy or --NR 12 R 13 , R 5 is hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 6 is C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 2 -C 6 -alkoxyalkoxy, hydrogen, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl, R 7 , R 8 , R 9 , R 10 , R 11 , R 12 and R 13 independently of one another are each hydrogen or C 1 -C 4 -alkyl, E is nitrogen, and Z is oxygen or sulfur; and also the salts of these compounds.
Claim 3
Dependent Claim
11 words
A compound according to claim 1, wherein R 1 is hydrogen.
Claim 4
Dependent Claim
11 words
A compound according to claim 1, wherein R 2 is hydrogen.
Claim 5
Dependent Claim
10 words
A compound according to claim 1, wherein Z is oxygen.
Claim 6
Dependent Claim
11 words
A compound according to claim 1, wherein R 5 is hydrogen.
Claim 7
Dependent Claim
19 words
A compound according to claim 1, wherein R 3 and R 4 together contain at most 4 carbon atoms.
Claim 8
Dependent Claim
17 words
A compound according to claim 1, wherein the radical A occupies the 2-position of the phenyl ring.
Claim 9
Dependent Claim
21 words
A compound according to claim 1, wherein R 1 , R 2 and R 5 are hydrogen and Z is oxygen.
Claim 10
Dependent Claim
30 words
A compound according to claim 1, wherein R 3 and R 4 together contain at most 4 carbon atoms, and the radical A occupies the 2-position of the phenyl ring.
Claim 11
Dependent Claim
44 words
A compound according to claim 1, wherein R 1 , R 2 and R 5 are hydrogen and Z is oxygen, R 3 and R 4 together contain at most 4 carbon atoms, and the radical A occupies the 2-position of the phenyl ring.
Claim 12
Dependent Claim
5 words
N-[2-(3,3,3-Trifluoropropyl)-phenylsulfonyl]-N'-(4,6-dimethoxy-1,3,5-triazin-2-yl)-urea according to claim 1.
Claim 13
Dependent Claim
5 words
N-[2-(3,3-Difluorobutyl)-phenylsulfonyl]-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-urea according to claim 1.
Claim 14
Dependent Claim
5 words
N-[2-(3,3,3-Trifluoropropyl)-phenylsulfonyl]-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-urea according to claim 1.
Claim 15
Dependent Claim
22 words
A herbicidal and plant-growth-regulating composition wich comprises, as active ingredient, an N-phenylsulfonyl-N'-triazinylurea of claim 1, together with a carrier and/or other additives.
Claim 16
Dependent Claim
34 words
A method of controlling undesirable plant growth, which method comprises applying thereto or to the locus thereof an effective amount of an N-phenylsulfonyl-N'-triazinylurea claim 1, or of a composition containing it as active ingredient.
Claim 17
Dependent Claim
40 words
A method of regulating plant growth, which method comprises applying to the plants or to the locus thereof an amount effective for regulating plant growth of an N-phenylsulfonyl-N'-triazinylurea of claim 1, or of a composition containing it as active ingredient.
Claim 18
Dependent Claim
50 words
A method for the selective, pre- or post-emergence controlling of weeds in crops of cultivated plants, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of an N-phenylsulfonyl-N'-triazinylurea of the formula I, or of a composition containing it as active ingredient, according to claim 15.
Claim 19
Dependent Claim
46 words
A method of suppressing plant growth beyond the two-leaf stage, which method comprises applying before emergence of the plants an effective amount of an N-phenylsulfonyl-N'-triazinylurea of the formula I, or of a composition containing it as active ingredient, according to claim 16, to the cultivated area.
Claim 20
Dependent Claim
17 words
A method according to claim 17 for application in crops of sugar cane, cereals, maize and cotton.
Claim 21
Dependent Claim
11 words
A method according to claim 17 for application in soya-bean crops.
Claim 22
Dependent Claim
11 words
A method according to claim 17 for application in rice crops.
Claim 23
Dependent Claim
43 words
A method of regulating the growth of cultivated plants for the purpose of increasing yields, which method comprises applying thereto or to the locus thereof an effective amount of an N-phenylsulfonyl-N'-triazinylurea of claim 1, or of a composition containing it as active ingredient.
Claim 24
Dependent Claim
11 words
A method according to claim 22 for application in soya-bean crops.
Claim 25
Dependent Claim
12 words
A method according to claim 22 for application to leguminous cover crops.
References Cited (Backward Citations)
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