EP0030433A1 — Novel sulfonamides, compositions containing them,…

Claim 1

Independent Claim 617 words

Compounds of general formula wherein A is in which R 1 is ,F',Cl,Br,CH 3 ,OCH 3 ,NO 2 CF 3 ,SO 2 NR 7 R 8 , S(O) n R' 8 , OS O 2R 10 or in which Q is O,S or in which R 13 is H, C 1 -C 2 alkyl or OCH 3 , R 6 is C l - C 4 alkyl, C 3 -C 4 alkenyl or CH 3 OCH 2 CH 2 , or, when Q is 0, then R 6 may also be ClCH 2 CH 2 , or R 6 and R 13 taken together form -CH 2 CH 2 CH 2 CH 2 -or -CH 2 CH 2 OCH 2-2 CH 2 -, R 7 and R 8 , which may be the same or different, are C 1 -C 4 alkyl provided that the total number of carbon atoms in R 7 and R 8 is less than or equal to five, n is O, 1 or 2, R8 is C l -C 3 alkyl, R 9 is H or C 1 -C 4 alkyl, and R 10 is C 1 -C 4 alkyl or CF 3 , R 2 is H, Cl, CH 3 , CF 3 , N0 2 or OCH 3 , and R 3 is H, F, Cl, Br, CH 3 , OCH 3 , NO 2 , CO 2 R 11 or S (O) n R 12 in which R 11 is C 1 -C 4 alkyl, R 12 is C 1 -C 3 alkyl, and n is as defined above; W is 0 or S; R 4 is H or CH 3 ; and R 5 is in which R14 is H or C H 3 , Z is CH or N, Y is F, Cl, Br, C l -C 2 alkyl, OCH 3 , OCH 2 C H 3 or CH 3 OCH 2 , and X is H, CH 3 SO 2 or CF 3 S O2 , in which R 1 is F, Cl, Br, CH 3 , O OCH 3 ,NO 2 ,CF 3 ,SO 2 NR 7 R 8 ' S(O) n R8, R 9 C, OSO 2 R 10 or in which Q,R 6 ,R 7 ,R 8 ,R' 8 ,R 9 ,R 10 and n are as defined above, R' 2 is H, Cl, CH 3 , CF 3 , N0 2 or OCH 3 , R' 3 is H, F, Cl, Br, CH 3 , OCH 3 , N0 2 , CO 2 R 11 or S (O) nR 12 in which R 11, R 12 and n are as defined above, R 15 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or OCH 3 , R 16 is H, C 1 -C 6 alkyl or cycloalkyl, phenyl, or phenyl optionally substituted by CF 3 , F, N0 2 , CN, 1-2 Cl, 1-2 Br, 1-2 CH 3 or 1-2 OCH 3 , and R 17 is C 1 -C 6 alkyl or cycloalkyl, phenyl, or phenyl optionally substituted by CF 3 ,F,NO 2 , CN , 1-2 Cl, 1-2 Br, 1-2 CH 3 or 1-2 OCH 3 ; with the provisos that: 1) when X is H or CH 3 , then Y is other than CH 3 , OCH 3 or OCH 2 CH 3 ; 2) when Y is F, Cl or Br, then R 5 is 3) when R 15 is OCH 3 , then R 16 is CH 3 , and 4) when R 13 is OCH 3 , then R 6 is C H 3 ; and the agriculturally suitable salts thereof.

Claim 2

Dependent Claim 617 words

Compounds of general formula wherein A is in which R 1 is ,F',Cl,Br,CH 3 ,OCH 3 ,NO 2 CF 3 ,SO 2 NR 7 R 8 , S(O) n R' 8 , OS O 2R 10 or in which Q is O,S or in which R 13 is H, C 1 -C 2 alkyl or OCH 3 , R 6 is C l - C 4 alkyl, C 3 -C 4 alkenyl or CH 3 OCH 2 CH 2 , or, when Q is 0, then R 6 may also be ClCH 2 CH 2 , or R 6 and R 13 taken together form -CH 2 CH 2 CH 2 CH 2 -or -CH 2 CH 2 OCH 2-2 CH 2 -, R 7 and R 8 , which may be the same or different, are C 1 -C 4 alkyl provided that the total number of carbon atoms in R 7 and R 8 is less than or equal to five, n is O, 1 or 2, R8 is C l -C 3 alkyl, R 9 is H or C 1 -C 4 alkyl, and R 10 is C 1 -C 4 alkyl or CF 3 , R 2 is H, Cl, CH 3 , CF 3 , N0 2 or OCH 3 , and R 3 is H, F, Cl, Br, CH 3 , OCH 3 , NO 2 , CO 2 R 11 or S (O) n R 12 in which R 11 is C 1 -C 4 alkyl, R 12 is C 1 -C 3 alkyl, and n is as defined above; W is 0 or S; R 4 is H or CH 3 ; and R 5 is in which R14 is H or C H 3 , Z is CH or N, Y is F, Cl, Br, C l -C 2 alkyl, OCH 3 , OCH 2 C H 3 or CH 3 OCH 2 , and X is H, CH 3 SO 2 or CF 3 S O2 , in which R 1 is F, Cl, Br, CH 3 , O OCH 3 ,NO 2 ,CF 3 ,SO 2 NR 7 R 8 ' S(O) n R8, R 9 C, OSO 2 R 10 or in which Q,R 6 ,R 7 ,R 8 ,R' 8 ,R 9 ,R 10 and n are as defined above, R' 2 is H, Cl, CH 3 , CF 3 , N0 2 or OCH 3 , R' 3 is H, F, Cl, Br, CH 3 , OCH 3 , N0 2 , CO 2 R 11 or S (O) nR 12 in which R 11, R 12 and n are as defined above, R 15 is H, C 1 -C 4 alkyl, C 3 -C 4 alkenyl or OCH 3 , R 16 is H, C 1 -C 6 alkyl or cycloalkyl, phenyl, or phenyl optionally substituted by CF 3 , F, N0 2 , CN, 1-2 Cl, 1-2 Br, 1-2 CH 3 or 1-2 OCH 3 , and R 17 is C 1 -C 6 alkyl or cycloalkyl, phenyl, or phenyl optionally substituted by CF 3 ,F,NO 2 , CN , 1-2 Cl, 1-2 Br, 1-2 CH 3 or 1-2 OCH 3 ; with the provisos that: 1) when X is H or CH 3 , then Y is other than CH 3 , OCH 3 or OCH 2 CH 3 ; 2) when Y is F, Cl or Br, then R 5 is 3) when R 15 is OCH 3 , then R 16 is CH 3 , and 4) when R 13 is OCH 3 , then R 6 is C H 3 ; and the agriculturally suitable salts thereof.

Claim 3

Dependent Claim 15 words

Compounds according to claim 1 in which W is O and R 4 is H.

Claim 4

Dependent Claim 35 words

Compounds according to claim 2 in which R 1 and/or R 1 are NO 2 , Cl, SO 2 NR 7 R 8 , S (O) n R' 8 or OSO 2 R 10 .

Claim 5

Dependent Claim 10 words

Compounds according to claim 3 in which R 5 is

Claim 6

Dependent Claim 44 words

Compounds according to claim 4 in which Ri is the same as R 1 , R' 2 is the same as R 2 , R' 3 is the same as R 3 , and R 3 is in the 2-position of the pyridine ring.

Claim 7

Dependent Claim 52 words

Compounds according to claim 5 in which R 15 is C 1 -C 2 alkyl, CH 2 -CH=CH2, OCH 3 or H; and R 16 is H, C 1 -C 3 alkyl, phenyl or phenyl optionally substituted by CF 3 , NO 2 , 1-2 Cl, CH 3 or OCH 3 .

Claim 8

Dependent Claim 29 words

Compounds according to claim 6 in which R 17 is C l -C 3 alkyl, phenyl or phenyl optionally substituted by Cl, Br, CH 3 or OCH 3 .

Claim 9

Dependent Claim 11 words

Compounds according to claim 7 in which R 2 is H.

Claim 10

Dependent Claim 80 words

Compounds according to claim 8 in which R 6 is C 1- C 3 alkyl or CH 2 CH=CH 2; R 13 is CH3; R 1 is NO 2 , SO 2 N(R 7 ,R 8 ) 2 , SO 2 R 8 ' or OSO 2 CH 3 ; and R 3 is Cl or SO 2 CH 3 ; provided that the total number of carbon atoms in (R 7 ,R 8 ) is not greater than four.

Claim 11

Dependent Claim 10 words

Compounds according to claim 9 in which Z is CH.

Claim 12

Dependent Claim 19 words

Compounds according to claim 10 in which X is H, CH 2 SO 2 or CF 3 SO 2.

Claim 13

Dependent Claim 34 words

Compounds according to claim 11 in which X is wherein R 15 is H, C 1 -C 3 alkyl or OCH 3 , and R 16 is H or C 1 -C 3 alkyl.

Claim 14

Dependent Claim 18 words

Compounds according to claim 11 in which X is wherein R 16 is C 1 -C 3 alkyl.

Claim 15

Dependent Claim 15 words

Compounds according to claim 11 in which X is wherein R 17 is Cl-C3 alkyl.

Claim 16

Dependent Claim 12 words

A compound according to claim 1 which is methyl 2- {(4-amino-6-chloropyrimidin-2-yl)-aminocarbonyl]-aminosulfonyl} -benzoate.

Claim 17

Dependent Claim 12 words

A compound according to claim 1 which is dimethyl 2,2'- {6-chloropyrimidin-4,2-diyl-bis[(aminocarbonyl)aminosulfonyl]} bis[benzoate].

Claim 18

Dependent Claim 10 words

A compound according to claim 1 which is N-{4-[((2-chlorophenyl)sulfonylamino)-carbonylamino]-6-methyl-1,3,5-triazin-2-yl} acetamide.

Claim 19

Dependent Claim 12 words

A compound according to claim 1 which is methyl 2- {[(4-(acetylamino)-6-methyl-1,3,5-triazin-2-y1)-aminocarbonyl]aminosulfonyl} benzoate.

Claim 20

Dependent Claim 38 words

A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound according to any one of claims 1 to 18 together with at least one surfactant, and/or solid or liquid diluent.

Claim 21

Independent Claim 33 words

A method for controlling the growth of undesired vegetation in a locus which comprises applying to the locus an effective amount of a compound according to any one of claims 1 to 19.

Novel sulfonamides, compositions containing them, and methods for controlling the growth of undesired vegetation using them

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