Patent EP0079683A2 successfully refreshed from Google Patents.
EP0079683A2
Expired / Lapsed
EP
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Herbicidal sulfonamides
Assignee: EIDP Inc
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Filing: 1982-10-15
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Granted: —
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Expires: 2002-10-15
Abstract
Abstract Compounds of the formula wherein or and Q is O. S or SO 2 ; R. R,, R 2 , R 3 , R 4 are H or various organic groups, or R, can be halogen; R 5 , R 6 , R 7 . R 8 and R 9 are various organic groups;
Inventors
- 👤 Morris Padgett Rorer
- 👤 Robert James Pasteris
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 06:01
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/47; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D307/00; C07D307/77; C07D307/78; C07D307/79; C07D333/00; C07D333/50; C07D333/52; C07D333/54; C07D335/00; C07D335/04; C07D335/06; C07D409/00; C07D409/02; C07D409/12; C07D521/00
Claims Analysis
Total Claims: 45
Claim 1
Independent Claim
352 words
A compound of the formula: wherein J is or and Q is 0, S or SO 2 ; R is H or CH 3 ; R 1 is H , CH 3 , OCH 3 , Cl , Br, CO 2 R 5 , SO 2 R 6 , OSO 2 R 7 or SO 2 NR 8 R 9 ; R 2 and R 3 are independently H or C 1 -C 3 alkyl; R 4 is H or CH 3 ; R 5 is C 1 -C 3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 OCH 3 or CH 2 CH 2 Cl; R 6 is C l -C 3 alkyl; R 7 is C l -C 3 alkyl or CF 3 ; R 8 and R 9 are independently C l -C 2 alkyl; A is G is 0 or CH 2 ; X is CH 3 , OCH 3 or Cl; X 1 is CH 3 , OCH 3 or OC 2 H 5 ; Y is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , C 2 H 5 , NH 2 , NHCH 3 or N(CH 3 ) 2 ; Z is CH or N; and their agriculturally suitable salts provided that 1) when X is Cl, then Z is CH and Y is OCH 3 , NH 2 , NHCH 3 , N(CH 3 ) 2 or OC 2 H 5 ; 2) the total number of carbon atoms in R 2 and R 3 are less than or equal to 3; 3) In Structure J 2 when R 2 and R 3 is other than H, then R 4 is H; 4) In Structure J 3 when R 2 is other than H, then R 4 is H; 5 ) when Q is S, then R 1 is not SO 2 NR 8 R 9 ; 6) In Structures J 3 and J 6 , Q may not be 0; and 7) In Formula J 7 , R 1 is not CH 3 .
Claim 2
Dependent Claim
352 words
A compound of the formula: wherein J is or and Q is 0, S or SO 2 ; R is H or CH 3 ; R 1 is H , CH 3 , OCH 3 , Cl , Br, CO 2 R 5 , SO 2 R 6 , OSO 2 R 7 or SO 2 NR 8 R 9 ; R 2 and R 3 are independently H or C 1 -C 3 alkyl; R 4 is H or CH 3 ; R 5 is C 1 -C 3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 OCH 3 or CH 2 CH 2 Cl; R 6 is C l -C 3 alkyl; R 7 is C l -C 3 alkyl or CF 3 ; R 8 and R 9 are independently C l -C 2 alkyl; A is G is 0 or CH 2 ; X is CH 3 , OCH 3 or Cl; X 1 is CH 3 , OCH 3 or OC 2 H 5 ; Y is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , C 2 H 5 , NH 2 , NHCH 3 or N(CH 3 ) 2 ; Z is CH or N; and their agriculturally suitable salts provided that 1) when X is Cl, then Z is CH and Y is OCH 3 , NH 2 , NHCH 3 , N(CH 3 ) 2 or OC 2 H 5 ; 2) the total number of carbon atoms in R 2 and R 3 are less than or equal to 3; 3) In Structure J 2 when R 2 and R 3 is other than H, then R 4 is H; 4) In Structure J 3 when R 2 is other than H, then R 4 is H; 5 ) when Q is S, then R 1 is not SO 2 NR 8 R 9 ; 6) In Structures J 3 and J 6 , Q may not be 0; and 7) In Formula J 7 , R 1 is not CH 3 .
Claim 3
Dependent Claim
10 words
Compounds of Claim 1 where J is J 1 .
Claim 4
Dependent Claim
10 words
Compounds of Claim 1 where J is J 2 .
Claim 5
Dependent Claim
10 words
Compounds of Claim 1 where J is J 3 .
Claim 6
Dependent Claim
10 words
Compounds of Claim 1 where J is J 4 .
Claim 7
Dependent Claim
10 words
Compounds of Claim 1 where J is J 5 .
Claim 8
Dependent Claim
10 words
Compounds of Claim 1 where J is J 6 .
Claim 9
Dependent Claim
10 words
Compounds of Claim 1 where J is J 7 .
Claim 10
Dependent Claim
12 words
Compounds of any of Claims 2 to 8 where R is H.
Claim 11
Dependent Claim
9 words
Compounds of Claim 9 where R 1 is H.
Claim 12
Dependent Claim
14 words
Compounds of claim 10 where A is and X is OCH 3 or Cl.
Claim 13
Dependent Claim
14 words
OCH 3 . 12. Compounds of Claim 11 where Y is CH 3 or
Claim 14
Dependent Claim
9 words
The compound of Claim 1 which is N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-3,4-dihydro-2H-1-benzothiopyran-8-sulfonamide, 1,1-dioxide.
Claim 15
Dependent Claim
11 words
1 4. The compound of Claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-3,4-dihydro-2H-1-benzothiopyran-8-sulfonamide, 1,1-dioxide.
Claim 16
Dependent Claim
9 words
The compound of Claim 1 which is N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-3,4-dihydro-2H-1-benzothiopyran-8-sulfonamide, 1,1-dioxide.
Claim 17
Dependent Claim
501 words
A compound of the formula: wherein J' is and Q is 0, S or SO 2 ; Q 1 is 0, S, SO or SO 2 ; R is H or C H 3 ; R' 1 is H , CH 3 , OCH 3 , Cl , B r, N0 2 , CO 2 R 5 , SO 2 R 6 , OSO 2 R 7 or SO 2 NR 8 R 9 ; R 2 is H or C 1 -C 3 alkyl; R 3 is H or CH 3 ; R4 is H or C H 3 ; R4 is H, Cl, CH 3 , CF 3 , OCH 3 or Br; R 5 is C 1 -C 3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 OCH 3 or CH 2 CH 2 Cl; R 6 is C 1 -C 3 alkyl; R 7 is C l -C 3 alkyl or CF 3 ; R 8 and R 9 are independently C 1 -C 2 alkyl; R 10 is H, C1, Br or C 1 -C 3 alkyl; R 11 is H, CH 3 , Cl or Br; W is 0 or S; A' is G is 0 or C H 2 ; X' is H, CH 3 , OCH 3 or Cl; X 1 is CH 3 , OCH 3 or OC 2 H 5 ; X 2 is CH 3 , C 2 H 5 or C H 2 C F 3 ; Y' is CH 3 , OCH 3 , OC 2 H 5 , CH 2 0CH 3 , NH 2 , NHCH 3' N(C H 3 ) 2 ; CH(OCH 3 ) 2 , , C 2 H 5 , CF 3 , C H 2 =CHCH 2 0, SCH 3 , HC≡CCH 2 O or CF 3 CH 2 0; Y 2 is C 2 H 5 , CH 3 , OCH 3 , OC 2 H 5 , SCH 3 or SC 2 H 5 ; and Z' is CH, N, CCH 3 , CC 2 H 5 , CC1 or CBr; and their agriculturally suitable salts provided that 1) In Structures J i and J' 2 , when Q 1 is 0 and R i is other than H, Cl, Br or N0 2 , then at least one of R 2 and R 3 is alkyl, and when Q is S, then R i cannot be NO 2 ; 2) In Structure J' 3 , when Ri is N0 2 or SO 2 NR 8 R 9 , then R 10 is C l - C 3 alkyl and R 11 is CH 3 ; 3) when X' is Cl, then Z' is CH and Y' is OCH 3 , NH 2 , NHCN 3 or N(CH 3 ) 2 ; 4 ) when Q 1 is S0, then W is 0; and 5) when R' 4 is other than H, then R i is H.
Claim 18
Dependent Claim
501 words
A compound of the formula: wherein J' is and Q is 0, S or SO 2 ; Q 1 is 0, S, SO or SO 2 ; R is H or C H 3 ; R' 1 is H , CH 3 , OCH 3 , Cl , B r, N0 2 , CO 2 R 5 , SO 2 R 6 , OSO 2 R 7 or SO 2 NR 8 R 9 ; R 2 is H or C 1 -C 3 alkyl; R 3 is H or CH 3 ; R4 is H or C H 3 ; R4 is H, Cl, CH 3 , CF 3 , OCH 3 or Br; R 5 is C 1 -C 3 alkyl, CH 2 CH=CH 2 , CH 2 CH 2 OCH 3 or CH 2 CH 2 Cl; R 6 is C 1 -C 3 alkyl; R 7 is C l -C 3 alkyl or CF 3 ; R 8 and R 9 are independently C 1 -C 2 alkyl; R 10 is H, C1, Br or C 1 -C 3 alkyl; R 11 is H, CH 3 , Cl or Br; W is 0 or S; A' is G is 0 or C H 2 ; X' is H, CH 3 , OCH 3 or Cl; X 1 is CH 3 , OCH 3 or OC 2 H 5 ; X 2 is CH 3 , C 2 H 5 or C H 2 C F 3 ; Y' is CH 3 , OCH 3 , OC 2 H 5 , CH 2 0CH 3 , NH 2 , NHCH 3' N(C H 3 ) 2 ; CH(OCH 3 ) 2 , , C 2 H 5 , CF 3 , C H 2 =CHCH 2 0, SCH 3 , HC≡CCH 2 O or CF 3 CH 2 0; Y 2 is C 2 H 5 , CH 3 , OCH 3 , OC 2 H 5 , SCH 3 or SC 2 H 5 ; and Z' is CH, N, CCH 3 , CC 2 H 5 , CC1 or CBr; and their agriculturally suitable salts provided that 1) In Structures J i and J' 2 , when Q 1 is 0 and R i is other than H, Cl, Br or N0 2 , then at least one of R 2 and R 3 is alkyl, and when Q is S, then R i cannot be NO 2 ; 2) In Structure J' 3 , when Ri is N0 2 or SO 2 NR 8 R 9 , then R 10 is C l - C 3 alkyl and R 11 is CH 3 ; 3) when X' is Cl, then Z' is CH and Y' is OCH 3 , NH 2 , NHCN 3 or N(CH 3 ) 2 ; 4 ) when Q 1 is S0, then W is 0; and 5) when R' 4 is other than H, then R i is H.
Claim 19
Dependent Claim
13 words
Compounds of Claim 16 where J' is Ji and R 4 is H.
Claim 20
Dependent Claim
10 words
Compounds of Claim 16 where J' is J' 2 .
Claim 21
Dependent Claim
14 words
Compounds of Claim 17 or 18 where W is O and R is H.
Claim 22
Dependent Claim
25 words
Compounds of Claim 19 where Ri is H, Cl, CH 3 , OCH 3 , CO 2 R 5 or SO 2 R 6 .
Claim 23
Dependent Claim
26 words
Compounds of Claim 43 where R' 4 (if present) and Ri are H and R 2 and R 3 are independently H or CH 3 .
Claim 24
Dependent Claim
17 words
Compounds of Claim 16 where J' is J' 3 , W is O and R is H.
Claim 25
Dependent Claim
39 words
Compounds of Claim 22 where R 11 is H and R' 1 is H, Cl, CH 3 , OCH 3 , CO 2 R 5 or SO 2 R 6 and SO 2 NHC(W)NRA' is bonded to the 7-position.
Claim 26
Dependent Claim
18 words
Compounds of Claim 23 where R' 1 is H and R 10 is H or CH 3 .
Claim 27
Dependent Claim
25 words
Compounds of Claims 21 or 24 where A' is ; Z' is CH or N; and X' is CH 3 , OCH 3 or Cl.
Claim 28
Dependent Claim
23 words
Compounds of Claim 57 where Y' is CH 3 , OCH 3 , CH 2 OCH 3 or N(CH 3 ) 2 .
Claim 29
Dependent Claim
9 words
The compound of Claim 16 which is N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 30
Dependent Claim
9 words
The compound of Claim 16 which is N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 31
Dependent Claim
9 words
The compound of Claim 16 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 32
Dependent Claim
9 words
The compound of Claim 16 which is N-[(4,6-dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 33
Dependent Claim
9 words
The compound of Claim 16 which is N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 34
Dependent Claim
10 words
The compound of Claim 16 which is N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-di- hydro-2-methyl-7-benzothiophenesulfonamide, 1,1-dioxide.
Claim 35
Dependent Claim
9 words
The compound of Claim 16 which is 2,3-dihy- dro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methylbenzofuran-7-sulfonamide.
Claim 36
Dependent Claim
8 words
The compound of Claim 16 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methylbenzofuran-7-sulfonamide.
Claim 37
Dependent Claim
11 words
The compound of Claim 1 6 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydroben- zo[b]thiophene-7-sulfonamide, 1,1-dioxide.
Claim 38
Dependent Claim
10 words
The compound of Claim 16 which is 2,3-dihy- dro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzo[b]thiophene-7-sulfonamide, 1,1-dioxide.
Claim 39
Dependent Claim
121 words
A compound of Claim 16 wherein J' is J' 1 or J' 3 ; R' 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in Claim 16; R' 4 is H , R 10 is H, CH 3 , Cl or Br, W is 0, Q is O,S or SO 2 , A' is as defined in Claim 16 excepting X', X 1 , G and Z' are as defined in Claim 16, Y' is CH 3 , OCH 3 , OC 2 H 5 , CH 2 OCH 3 , NH 2 , NHCH 3 or N(CH 3 ) 2 .
Claim 40
Dependent Claim
37 words
A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of any of Claims 1 to 37 and at least one of the following: surfactant, solid or liquid diluent.
Claim 41
Independent Claim
31 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 any of Claims 1 to 37.
Claim 42
Independent Claim
34 words
A method for regulating the growth of plants which comprises applying to the locus of such plants an effective but substantially non-phytotoxic amount of a compound according to any of claims 1 to 39.
Claim 43
Independent Claim
147 words
A method for synthesizing compounds of the formula wherein J, J', A, A', R and W are as defined in Claims 1 or 16, which comprises the steps of: ( I ) (a) contacting and reacting an appropriate sulfonamide compound of general formula with diphenylcarbonate in the presence of a strong base; (b) isolating the resulting sulfonylcarbamate of formula and contacting and reacting said sulfonylcarbamate with an appropriate amine to produce compounds of the desired formula or (II) (a) contacting and reacting said sulfonamide (IV) or (IV') with an appropriate methyl carbamate compound of formula in the presence of trimethylaluminum; and (b) isolating the resulting product of the desired formula; or (III)(a) contacting and reacting an appropriate sulfonyl isocyanate compound of formula with an appropriate amine of said formula (III) or (III') in an inert aprotic solvent; and (b) isolating the resulting product of the desired formula.
Claim 44
Dependent Claim
42 words
A compound of the formula: where Q 1 is 0, S or SO 2 ; R 2 is H or C 1 -C 3 alkyl; R 3 is H or CH 3 ; and R 4 is H or CH 3 .
Claim 45
Dependent Claim
42 words
A compound of the formula: where Q 1 is 0, S or SO 2 ; R 2 is H or C 1 -C 3 alkyl; R 3 is H or CH 3 ; and R 4 is H or CH 3 .
References Cited (Backward Citations)
No citation records indexed.
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