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US4510325A Expired / Lapsed US ⏱️ 0.0 years remaining

Phenyl sulfonamides

Assignee: Novartis Corp
•
Filing: 1982-09-13
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Granted: 1985-04-09
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Expires: 2002-09-13
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Abstract

Abstract N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## 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 C 1 -C 6 alkyl radical which is substituted by C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 1 -C 4 haloalkoxy, C 1 -C 4 haloalkylthio, C 1 -C 4 haloalkylsulfinyl or C 1 -C 4 haloalkylsulfonyl, or a C 2 -C 6 -alkenyl radical which is unsubstituted or substituted by the above substituents, or is a C 2 -C 6 haloalkenyl radical, E is the methine group or nitrogen, X is oxygen, sulfur, a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is 1 or 2, R 1 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl or a radical --Y--R 5 , 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 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.

Inventors

  • 👤 Willy Meyer
  • 👤 Werner Fury

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 19:51
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: 14
Claim 1
Independent Claim 141 words
A compound of the formula: ##STR255## wherein X is --O--, --S--, --SO-- or --SO 2 --; and A is alkenyl of 2 to 6 carbon atoms; haloalkenyl of 2 to 6 carbon atoms; or alkyl of 1 to 6 carbon atoms substituted with (i) alkoxy or haloalkoxy of 1 to 4 carbon atoms; (ii) alkylthio or haloalkylthio of 1 to 4 carbon atoms; (iii) alkylsulfinyl or haloalkylsulfinyl of 1 to 4 carbon atoms; or (iv) alkylsulfonyl or haloalkylsulfonyl of 1 to 4 carbon atoms; R 1 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; or alkenyl of 2 to 5 carbon atoms; and R 2 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkoxy of 1 to 5 carbon atoms or carbalkoxy wherein alkoxy contains 1 to 5 carbon atoms.
Claim 2
Dependent Claim 141 words
A compound of the formula: ##STR255## wherein X is --O--, --S--, --SO-- or --SO 2 --; and A is alkenyl of 2 to 6 carbon atoms; haloalkenyl of 2 to 6 carbon atoms; or alkyl of 1 to 6 carbon atoms substituted with (i) alkoxy or haloalkoxy of 1 to 4 carbon atoms; (ii) alkylthio or haloalkylthio of 1 to 4 carbon atoms; (iii) alkylsulfinyl or haloalkylsulfinyl of 1 to 4 carbon atoms; or (iv) alkylsulfonyl or haloalkylsulfonyl of 1 to 4 carbon atoms; R 1 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; or alkenyl of 2 to 5 carbon atoms; and R 2 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkoxy of 1 to 5 carbon atoms or carbalkoxy wherein alkoxy contains 1 to 5 carbon atoms.
Claim 3
Dependent Claim 39 words
A compound according to claim 1 wherein X is --O-- or --S--; R 1 is hydrogen; and R 2 is hydrogen; halo; alkoxy of 1 to 4 carbon atoms; or carbalkoxy wherein alkoxy contains 1 to 4 carbon atoms.
Claim 4
Dependent Claim 18 words
A compound according to claim 2 wherein R 2 is hydrogen, chloro, bromo, fluoro, methyl, isopropyl or methoxy.
Claim 5
Dependent Claim 14 words
A compound according to claim 2 wherein A is --CH 2 CH═CH 2 .
Claim 6
Dependent Claim 14 words
A compound according to claim 2 wherein A is --CH 2 CH═CHCH 3 .
Claim 7
Dependent Claim 16 words
A compound according to claim 2 wherein A is --CH 2 C(CH 3 )═CH 2 .
Claim 8
Dependent Claim 16 words
A compound according to claim 2 wherein A is --CH 2 CH 2 OCH 3 .
Claim 9
Dependent Claim 14 words
A compound according to claim 2 wherein A is --CH 2 OCH 3 .
Claim 10
Dependent Claim 10 words
A compound according to claim 2 wherein A is --CCl═CHCl.
Claim 11
Dependent Claim 16 words
A compound according to claim 2 wherein each of R 1 and R 2 is hydrogen.
Claim 12
Dependent Claim 9 words
A compound according to claim 11 which is 2-(2-methoxyethoxy)phenylsulfonamide.
Claim 13
Dependent Claim 91 words
A compound of the formula: ##STR256## wherein X is --O--, --S--, --SO-- or --SO 2 --; and A is alkenyl of 2 to 6 carbon atoms or haloalkenyl of 2 to 6 carbon atoms; R 1 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; or alkenyl of 2 to 5 carbon atoms; and R 2 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkoxy of 1 to 5 carbon atoms or carbalkoxy wherein alkoxy contains 1 to 5 carbon atoms.
Claim 14
Dependent Claim 91 words
A compound of the formula: ##STR256## wherein X is --O--, --S--, --SO-- or --SO 2 --; and A is alkenyl of 2 to 6 carbon atoms or haloalkenyl of 2 to 6 carbon atoms; R 1 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; or alkenyl of 2 to 5 carbon atoms; and R 2 is hydrogen; halo; alkyl of 1 to 5 carbon atoms; alkenyl of 2 to 5 carbon atoms; alkoxy of 1 to 5 carbon atoms or carbalkoxy wherein alkoxy contains 1 to 5 carbon atoms.

References Cited (Backward Citations)

GB791923A Cited
US4342587A Cited
US4310346A Cited
US4348220A Cited
US4370480A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-04-08 1988-10-08 1989-04-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-04-08 1992-10-08 1993-04-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-04-08 1996-10-08 1997-04-09 $7700.00 Window Closed / Lapsed

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