US4486589A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Herbicidal N-(heterocyclicaminocarbonyl)-ortho-haloalkylbenzenesulfonamides
Assignee: EIDP Inc
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Filing: 1982-10-21
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Granted: 1984-12-04
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Expires: 2002-10-21
Abstract
Abstract N-(heterocyclicaminocarbonyl)-ortho-haloalkylbenzenesulfonamides, such as 2-(dichloromethyl)-N-[(4-methoxy-6-methylprimidin-2-yl) aminocarbonyl]-benzenesulfonamide, are useful as preemergent or postemergent herbicides or as plant growth regulants.
Inventors
- 👤 William B. Farnham
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 20:48
CPC Classifications
C; C07; C07C; C07C309/00; C07C309/78; C07C309/86; C07C309/89; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07C311/00; C07C311/65; C07C323/00; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/096; C07D521/00
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
367 words
A compound selected from ##STR280## wherein L is Cl, F, Br, NR 3 R 4 , N + R 3 R 4 R 4 ', N(R 4 )C(O)R 5 , N(R 4 )C(O)NHR 6 or N(R 4 )C(O)OR 7 ; R is H, F, Cl, Br, NO 2 , CF 3 , C 1 -C 3 alkyl or C 1 -C 3 alkoxy; R 1 is H, F, Cl or C 1 -C 4 alkyl; R 2 is H or CH 3 ; R 3 is H, C 1 -C 4 alkyl or OCH 3 ; R 4 is H or C 1 -C 4 alkyl; R 3 and R 4 can be taken together to form --(CH 2 ) 4 --, --(CH 2 ) 5 -- or --(CH 2 ) 2 O(CH 2 ) 2 --; R 4 ' is H, CH 3 or CH 2 CH 3 ; R 5 is C 1 -C 5 alkyl optionally substituted with 1-3 atoms of F, Cl or Br, or C 3 -C 4 alkenyl; R 6 is H, C 1 -C 4 alkyl or C 3 -C 4 alkenyl; R 7 is C 1 -C 4 alkyl; R 8 is H, CH 3 or OCH 3 ; A is ##STR281## W is O or S; X is H, Cl, Br, CH 3 , CH 2 CH 3 , C 1 -C 3 alkoxy, CF 3 , SCH 3 or CH 2 OCH 3 ; Y is CH 3 or OCH 3 ; Z is CH, CCl, CBr, CCN, CCH 3 , CCH 2 CH 3 , CCH 2 CH 2 Cl or CCH 2 CH═CH 2 ; Y 1 is H, CH 3 , OCH 3 or OCH 2 CH 3 ; and Q is O or CH 2 ; and their agriculturally suitable salts; provided that: (1) when R 1 is Cl, then L is Cl or Br and R 2 is H; (2) when R 3 is OCH 3 , then R 4 is CH 3 ; (3) when W is S, then R 8 is H; and (4) when L is F, then R 1 is H, F, or C 1 -C 4 alkyl.
Claim 2
Dependent Claim
367 words
A compound selected from ##STR280## wherein L is Cl, F, Br, NR 3 R 4 , N + R 3 R 4 R 4 ', N(R 4 )C(O)R 5 , N(R 4 )C(O)NHR 6 or N(R 4 )C(O)OR 7 ; R is H, F, Cl, Br, NO 2 , CF 3 , C 1 -C 3 alkyl or C 1 -C 3 alkoxy; R 1 is H, F, Cl or C 1 -C 4 alkyl; R 2 is H or CH 3 ; R 3 is H, C 1 -C 4 alkyl or OCH 3 ; R 4 is H or C 1 -C 4 alkyl; R 3 and R 4 can be taken together to form --(CH 2 ) 4 --, --(CH 2 ) 5 -- or --(CH 2 ) 2 O(CH 2 ) 2 --; R 4 ' is H, CH 3 or CH 2 CH 3 ; R 5 is C 1 -C 5 alkyl optionally substituted with 1-3 atoms of F, Cl or Br, or C 3 -C 4 alkenyl; R 6 is H, C 1 -C 4 alkyl or C 3 -C 4 alkenyl; R 7 is C 1 -C 4 alkyl; R 8 is H, CH 3 or OCH 3 ; A is ##STR281## W is O or S; X is H, Cl, Br, CH 3 , CH 2 CH 3 , C 1 -C 3 alkoxy, CF 3 , SCH 3 or CH 2 OCH 3 ; Y is CH 3 or OCH 3 ; Z is CH, CCl, CBr, CCN, CCH 3 , CCH 2 CH 3 , CCH 2 CH 2 Cl or CCH 2 CH═CH 2 ; Y 1 is H, CH 3 , OCH 3 or OCH 2 CH 3 ; and Q is O or CH 2 ; and their agriculturally suitable salts; provided that: (1) when R 1 is Cl, then L is Cl or Br and R 2 is H; (2) when R 3 is OCH 3 , then R 4 is CH 3 ; (3) when W is S, then R 8 is H; and (4) when L is F, then R 1 is H, F, or C 1 -C 4 alkyl.
Claim 3
Dependent Claim
27 words
A compound of claim 1 wherein Z is CH, CCl, CBr or CCH 3 , W is O, and R 8 is H or CH 3 .
Claim 4
Dependent Claim
18 words
A compound of claim 2 wherein Z is CH and X is CH 3 or OCH 3 .
Claim 5
Dependent Claim
23 words
A compound of claim 3 wherein A is ##STR282## L is Cl, Br or NR 3 R 4 and R 8 is H.
Claim 6
Dependent Claim
13 words
A compound of claim 4 wherein R 1 and R 2 are H.
Claim 7
Dependent Claim
9 words
A compound of claim 5 wherein R is H.
Claim 8
Dependent Claim
11 words
A compound of claim 6 wherein L is Cl or Br.
Claim 9
Dependent Claim
6 words
The compound of claim 1, 2-(Dichloromethyl)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide.
Claim 10
Dependent Claim
6 words
The compound of claim 1, 2-(Dichloromethyl)-N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]benzenesulfonamide.
Claim 11
Dependent Claim
6 words
The compound of claim 1, 2-(Chloromethyl)-N-[(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl]benzenesulfonamide.
Claim 12
Dependent Claim
6 words
The compound of claim 1, 2-(Chloromethyl)-N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]benzenesulfonamide.
Claim 13
Dependent Claim
7 words
The compound of claim 1, 2-(1-Pyrrolidinylmethyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamide, hydrochloride.
Claim 14
Dependent Claim
6 words
The compound of claim 1, 2-(1-Pyrrolidinylmethyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamide.
Claim 15
Dependent Claim
87 words
A compound selected from ##STR283## wherein R, R 1 , R 2 and L are as defined in claim 1; and Z is CH; provided that (1) when R 1 is Cl, then L is Cl or Br and R 2 is H; (2) when L is NR 3 R 4 or N + R 3 R 4 R 4 ', then R 3 or R 4 can not be H; and (3) when R 3 is OCH 3 , then R 4 is CH 3 .
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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) | 1987-12-04 | 1988-06-04 | 1988-12-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-04 | 1992-06-04 | 1992-12-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-04 | 1996-06-04 | 1996-12-04 | $7700.00 | Window Closed / Lapsed |