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US4484939A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal sulfonamide inner salts

Assignee: EIDP Inc
•
Filing: 1983-11-16
•
Granted: 1984-11-27
•
Expires: 2003-11-16
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Abstract

Abstract Certain sulfonamide inner salts, such as 2-[N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzoic acid methyl ester, dimethylsulfonium inner salt, possess utility as herbicides.

Inventors

  • 👤 Chi-Ping Tseng

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 05:42
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; A01N47/40; A01N47/42; A01N47/44; C07D239/46; C07D239/47; C07D239/52; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/40; C07D251/42; C07D251/46; C07D521/00

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 492 words
A compound of the formula: ##STR60## wherein R a is CH 3 or CH 2 CH 3 ; R b is CH 3 or CH 2 CH 3 ; L is ##STR61## R 5 is C 1 -C 4 alkyl, C 1 -C 4 alkoxy, OCH 2 CH 2 OCH 3 , F, Cl, Br, NO 2 , CF 3 , CO 2 R 19 , SO 2 NR 20 R 21 , SO 2 N(OCH 3 )CH 3 , OSO 2 R 22 , S(O) n R 23 , WCF 3 , WCHF 2 , C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, C 1 -C 2 alkyl substituted with OCH 3 or OCH 2 CH 3 , C 6 H 5 , ##STR62## R 6 is H, F, Cl, Br, CF 3 , CH 3 , OCH 3 , SCH 3 or OCF 2 H; R 7 is H, CH, 3 , OCH 3 , F, Cl, Br. OSO 2 CH 3 or S(O) n CH 3 ; R 10 is Cl, NO 2 , CO 2 CH 3 , CO 2 CH 2 CH 3 , SO 2 N(CH 3 ) 2 , OSO 2 CH 3 , SO 2 CH 3 , SO 2 CH 2 CH 3 , OCH 3 or OCH 2 CH 3 ; R 19 is C 1 -C 4 alkyl, CH 2 CH 2 OCH 3 , CH 2 CH 2 Cl or CH 2 CH═CH 2 ; R 20 is C 1 -C 3 alkyl; R 21 is C 1 -C 3 alkyl; R 22 is C 1 -C 3 alkyl or N(CH 3 ) 2 ; R 23 is C 1 -C 3 alkyl or CH 2 CH=CH 2 ; n is 0 or 2; and W is O, S or SO 2 ; A is ##STR63## X is CH 3 , OCH 3 , OCH 2 CH 3 , Cl, F, Br, OCF 2 H, CH 2 F or CF 3 ; Y is H, CH 3 , OCH 3 ,OCH 2 CH 3 , CH 2 OCH 3 , CH 2 OCH 2 CH 3 , N(CH 3 ) 2 , CH 2 CH 3 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, OCH 2 CF 3 , OCH 2 CH 2 OCH 3 , CH 2 SCH 3 , OCF 2 H, SCF 2 H, CR 24 (QCH 3 ) 2 , ##STR64## or CR 24 (QCH 2 CH 3 ) 2 ; Q is O or S; R 24 is H or CH 3 ; Z is CH; provided that (1) the total number of carbon atoms of R 20 and R 21 is less than or equal to four; and (2) when X is Cl, F, or Br, then Y is OCH 3 , OCH 2 CH 3 , N(CH 3 ) 2 or OCF 2 H.
Claim 2
Dependent Claim 492 words
A compound of the formula: ##STR60## wherein R a is CH 3 or CH 2 CH 3 ; R b is CH 3 or CH 2 CH 3 ; L is ##STR61## R 5 is C 1 -C 4 alkyl, C 1 -C 4 alkoxy, OCH 2 CH 2 OCH 3 , F, Cl, Br, NO 2 , CF 3 , CO 2 R 19 , SO 2 NR 20 R 21 , SO 2 N(OCH 3 )CH 3 , OSO 2 R 22 , S(O) n R 23 , WCF 3 , WCHF 2 , C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, C 1 -C 2 alkyl substituted with OCH 3 or OCH 2 CH 3 , C 6 H 5 , ##STR62## R 6 is H, F, Cl, Br, CF 3 , CH 3 , OCH 3 , SCH 3 or OCF 2 H; R 7 is H, CH, 3 , OCH 3 , F, Cl, Br. OSO 2 CH 3 or S(O) n CH 3 ; R 10 is Cl, NO 2 , CO 2 CH 3 , CO 2 CH 2 CH 3 , SO 2 N(CH 3 ) 2 , OSO 2 CH 3 , SO 2 CH 3 , SO 2 CH 2 CH 3 , OCH 3 or OCH 2 CH 3 ; R 19 is C 1 -C 4 alkyl, CH 2 CH 2 OCH 3 , CH 2 CH 2 Cl or CH 2 CH═CH 2 ; R 20 is C 1 -C 3 alkyl; R 21 is C 1 -C 3 alkyl; R 22 is C 1 -C 3 alkyl or N(CH 3 ) 2 ; R 23 is C 1 -C 3 alkyl or CH 2 CH=CH 2 ; n is 0 or 2; and W is O, S or SO 2 ; A is ##STR63## X is CH 3 , OCH 3 , OCH 2 CH 3 , Cl, F, Br, OCF 2 H, CH 2 F or CF 3 ; Y is H, CH 3 , OCH 3 ,OCH 2 CH 3 , CH 2 OCH 3 , CH 2 OCH 2 CH 3 , N(CH 3 ) 2 , CH 2 CH 3 , CF 3 , SCH 3 , OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, OCH 2 CF 3 , OCH 2 CH 2 OCH 3 , CH 2 SCH 3 , OCF 2 H, SCF 2 H, CR 24 (QCH 3 ) 2 , ##STR64## or CR 24 (QCH 2 CH 3 ) 2 ; Q is O or S; R 24 is H or CH 3 ; Z is CH; provided that (1) the total number of carbon atoms of R 20 and R 21 is less than or equal to four; and (2) when X is Cl, F, or Br, then Y is OCH 3 , OCH 2 CH 3 , N(CH 3 ) 2 or OCF 2 H.
Claim 3
Dependent Claim 47 words
A compound of claim 1 where Y is CH 3 , OCH 3 , OCH 2 CH 3 , CH 2 OCH 3 , OCH 2 CF 3 or CH(OCH 3 ) 2 and X is CH 3 , OCH 3 , Cl or CF 3 .
Claim 4
Dependent Claim 11 words
A compound of claim 2 where L is L-1 or L-2.
Claim 5
Dependent Claim 95 words
A compound of claim 3 where L is L-1; R 5 is OCH 3 , OCH 2 CH 3 , Cl, NO 2 , CF 3 , CO 2 CH 3 , CO 2 CH 2 CH 3 , SO 2 N(CH 3 ) 2 , SO 2 N(OCH 3 )CH 3 , OSO 2 R 22 , S(O) n R 23 , OCF 2 H, SCF 2 H, OCH 2 CH═CH 2 , OCH 2 C.tbd.CH, ##STR65## R 22 is C 1 -C 3 alkyl; R 23 is CH 3 and n is 2.
Claim 6
Dependent Claim 22 words
Compounds of claim 3 where L is L-2and R 7 is Cl, CH 3 , OCH 3 , SCH 3 or Br.
Claim 7
Dependent Claim 14 words
The compound of claim 1 which is 2-[[(4-methoxy-6-methypyrimidin-2-yl)aminocarcarbonyl]aminosulfonyl]benzoic acid methyl ester, dimethylsulfonium inner salt.
Claim 8
Dependent Claim 14 words
The compound of claim 1 which is 2-[[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-benzoic acid methyl ester, dimethylsulfonium inner salt.
Claim 9
Dependent Claim 11 words
The compound of claim 1 which is N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-methylsulfonylbenzenesulfonamide, dimethylsulfonium inner salt.
Claim 10
Dependent Claim 14 words
The compound of claim 1 which is 2-[[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-benzoic acid methyl ester, dimethylsulfonium inner salt.
Claim 11
Dependent Claim 11 words
The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-dimethylaminosulfonylbenzenesulfonamide, dimethylsulfonium inner salt.
Claim 12
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 1 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 13
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effectiv amount of the compound of claim 6 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 14
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effective amount of the compound of claim 7 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 15
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effective amount of the compound of claim 8 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 16
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effective amount of the compound of claim 9 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 17
Dependent Claim 33 words
A composition suitable for controlling the growth of undesired vegetation comprising an effective amount of the compound of claim 10 and at least one of the following: surfactant, solid or liquid inert diluent.
Claim 18
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of a compound of claim 1.
Claim 19
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of the compound of claim 6.
Claim 20
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of the compound of claim 7.
Claim 21
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of the compound of claim 8.
Claim 22
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of the compound of claim 9.
Claim 23
Dependent Claim 26 words
A method of controlling the growth of undesired vegetation comprising applying to the locus of said vegetation an effective amount of the compound of claim 10.

References Cited (Backward Citations)

US4127405A Cited
US4169719A Cited
US4310346A Cited
US4398939A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-11-27 1988-05-28 1988-11-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-11-27 1992-05-28 1992-11-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-11-27 1996-05-28 1996-11-27 $7700.00 Window Closed / Lapsed

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