Patent US3935612A successfully refreshed from Google Patents.
US4435205A
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Herbicidal o-alkylsulfonyloxy- and o-alkylsulfonylaminobenzenesulfonamides
Assignee: ENDO LABORATORIES Inc GARDEN CITY NEW YORK A COR OF
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Filing: 1982-04-15
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Granted: 1984-03-06
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Expires: 2002-04-15
Abstract
Abstract N-(Heterocycliccarbamoyl)arylsulfonamides, such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, methanesulfonate are useful for plant growth retardation, brush control and weed control in crops.
Inventors
- 👤 James J. Reap
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 00:52
CPC Classifications
C; C07; C07C; C07C311/00; C07C311/65; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; C07D239/46; C07D239/47; C07D239/52; C07D251/00; C07D251/02; C07D251/12; C07D251/14; C07D251/16; C07D251/22; C07D251/26; C07D251/40; C07D251/42; C07D251/46; C07D253/00; C07D253/02; C07D253/06; C07D253/065; C07D253/07; C07D253/075; C07D491/00; C07D491/02; C07D491/04
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
338 words
A compound of the formula: ##STR91## where W is O or S; Q is O or NR 5 ; R 1 is C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 OCH 3 or ##STR92## R 2 is H, F, Cl, Br, OCH 3 , NO 2 , CF 3 or C 1 -C 2 alkyl; R 3 is H, F, Cl, Br or CH 3 ; R 4 is H, CH 3 or OCH 3 ; R 5 is C 1 -C 4 alkyl; R 6 and R 7 are independently H, F, Cl, Br, CH 3 , CF 3 , NO 2 or OCH 3 ; A is ##STR93## X is NH 2 , N(CH 3 ) 2 , NHCH 3 , C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 OCH 3 , CH 2 OCH 2 CH 3 , C 1 -C 4 alkoxy, C 1 -C 2 alkylthio, C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, OCH 2 CH 2 OCH 3 or C 2 -C 4 alkoxy substituted with 1-3 atoms of F, Cl or Br; Y is H, CH 3 , OCH 3 or Cl; X 2 and Y 2 are independently CH 3 or OCH 3 ; and Z is CH, CCH 3 , CBr, CCl, CF, CI, CC 2 H 5 , CCH 2 CH 2 Cl or CCH 2 CH═CH 2 ; provided that (1) when Y is Cl, then X is NH 2 , NHCH 3 , N(CH 3 ) 2 , CH 3 or OCH 3 ; (2) when Y is H, then X is OCH 3 , CH 3 or CH 2 OCH 3 , (3) when W is S, then R 4 is H; and (4) when R 4 is OCH 3 , then Q is O.
Claim 2
Dependent Claim
338 words
A compound of the formula: ##STR91## where W is O or S; Q is O or NR 5 ; R 1 is C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 CH 2 OCH 3 , CH 2 CH 2 CH 2 OCH 3 or ##STR92## R 2 is H, F, Cl, Br, OCH 3 , NO 2 , CF 3 or C 1 -C 2 alkyl; R 3 is H, F, Cl, Br or CH 3 ; R 4 is H, CH 3 or OCH 3 ; R 5 is C 1 -C 4 alkyl; R 6 and R 7 are independently H, F, Cl, Br, CH 3 , CF 3 , NO 2 or OCH 3 ; A is ##STR93## X is NH 2 , N(CH 3 ) 2 , NHCH 3 , C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 OCH 3 , CH 2 OCH 2 CH 3 , C 1 -C 4 alkoxy, C 1 -C 2 alkylthio, C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, OCH 2 CH 2 OCH 3 or C 2 -C 4 alkoxy substituted with 1-3 atoms of F, Cl or Br; Y is H, CH 3 , OCH 3 or Cl; X 2 and Y 2 are independently CH 3 or OCH 3 ; and Z is CH, CCH 3 , CBr, CCl, CF, CI, CC 2 H 5 , CCH 2 CH 2 Cl or CCH 2 CH═CH 2 ; provided that (1) when Y is Cl, then X is NH 2 , NHCH 3 , N(CH 3 ) 2 , CH 3 or OCH 3 ; (2) when Y is H, then X is OCH 3 , CH 3 or CH 2 OCH 3 , (3) when W is S, then R 4 is H; and (4) when R 4 is OCH 3 , then Q is O.
Claim 3
Dependent Claim
24 words
A compound of claim 1 where R 5 is CH 3 , W is O, and R 4 is H or CH 3 .
Claim 4
Dependent Claim
33 words
A compound of claim 2 where R 1 is C 1 -C 4 alkyl, CF 3 , CH 2 CH 2 OCH 3 or CH 2 CH 2 CH 2 OCH 3 .
Claim 5
Dependent Claim
12 words
A compound of claim 3 where R 2 is H or Cl.
Claim 6
Dependent Claim
10 words
A compound of claim 4 where R 3 is H.
Claim 7
Dependent Claim
22 words
A compound of claim 5 where R 1 is C 1 -C 3 alkyl or CF 3 ; and Q is O.
Claim 8
Dependent Claim
10 words
A compound of claim 6 where R 4 is H.
Claim 9
Dependent Claim
24 words
A compound of claim 7 where X and Y are independently CH 3 or OCH 3 , and R 1 is CH 3 .
Claim 10
Dependent Claim
77 words
A compound of claim 1 wherein: Q is ##STR94## R 5 is CH 3 or CH 3 CH 2 ; R 1 is C 1 -C 3 alkyl or CF 3 ; R 2 and R 3 are H; X is CH 3 , OCH 3 , N(CH 3 ) 2 , CH 2 OCH 3 , OCH 2 CH 3 or OCH 2 CF 3 ; and Y is CH 3 , OCH 3 or Cl.
Claim 11
Dependent Claim
7 words
The compound of claim 1, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, methanesulfonate.
Claim 12
Dependent Claim
7 words
The compound of claim 1, 2-hydroxy-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide, methanesulfonate.
Claim 13
Dependent Claim
7 words
The compound of claim 1, N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, methanesulfonate.
Claim 14
Dependent Claim
7 words
The compound of claim 1, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxy-5-chlorobenzenesulfonamide methanesulfonate.
Claim 15
Dependent Claim
14 words
The compound of claim 1, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-hydroxybenzenesulfonamide, 1-propanesulfonate, which shows selectivity on rice and corn.
Claim 16
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 1 and at least one of the following: surfactant, solid or liquid diluent.
Claim 17
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 2 and at least one of the following: surfactant, solid or liquid diluent.
Claim 18
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 3 and at least one of the following: surfactant, solid or liquid diluent.
Claim 19
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 4 and at least one of the following: surfactant, solid or liquid diluent.
Claim 20
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 5 and at least one of the following: surfactant, solid or liquid diluent.
Claim 21
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 6 and at least one of the following: surfactant, solid or liquid diluent.
Claim 22
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 7 and at least one of the following: surfactant, solid or liquid diluent.
Claim 23
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 8 and at least one of the following: surfactant, solid or liquid diluent.
Claim 24
Dependent Claim
33 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 9 and at least one of the following: surfactant, solid or liquid diluent.
Claim 25
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 1.
Claim 26
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 2.
Claim 27
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 3.
Claim 28
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 4.
Claim 29
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 5.
Claim 30
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 6.
Claim 31
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 7.
Claim 32
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 8.
Claim 33
Dependent Claim
27 words
A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim 9.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-03-06 | 1987-09-05 | 1988-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-06 | 1991-09-05 | 1992-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-06 | 1995-09-05 | 1996-03-06 | $7700.00 | Window Closed / Lapsed |