Heterocyclic acyl sulfonamides

A compound selected from ##STR131## wherein R is H:

• C.sub.1 -C.sub.3 alkyl optionally substituted with halogen;
• C.sub.1 C.sub.3 thioalkyl optionally substituted with halogen;
• benzyl optionally substituted with F, Cl, OCH.sub.3, SCH.sub.3 or NO.sub.2 ;
• allyl;
• propargyl;
• --C(O)(C.sub.1 -C.sub.3 alkyl);
• CO.sub.2 CH.sub.3 ;
• or CO.sub.2 CH.sub.2 CH.sub.3 ;
• G is Cl, OR' or SR';
• R' is C.sub.1 -C.sub.3 alkyl optionally substituted with halogen;
• L is
• W is O, S, NR" or NOR";
• R" is H or C.sub.1 -C'alkyl optionally substituted with halogen;
• ##STR132## R.sub.1 is H;
• halogen;
• NO.sub.2 ;
• CN;
• C.sub.1 -C.sub.4 alkyl optionally substituted with F, Cl, Br, CN, OCH.sub.3 or SCH.sub.3 ;
• C.sub.2 -C.sub.4 alkenyl optionally substituted with F, Cl, Br, OCH.sub.3 or SMe;
• C.sub.3 -C.sub.4 alkynyl;
• C.sub.3 -C.sub.5 cycloalkyl optionally substituted with F, Cl or CH.sub.3 ;
• C(O)R.sub.16 ;
• C(OCH.sub.2 CH.sub.2 O)R.sub.16 ;
• C(R.sub.16)(OR.sub.17)(OR.sub.18);
• CO.sub.2 R.sub.19 ;
• C(O)NR.sub.20 R.sub.21 ;
• N.sub.3 ;
• S(O).sub.2 NR.sub.22 R.sub.23 ;
• S(O).sub.2 OR.sub.24 ;
• OS(O).sub.2 R.sub.25 ;
• phenyl optionally substituted by F, Cl, Br, CH.sub.3 or OCH.sub.3 ;
• ER.sub.26 ;
• (CH.sub.2).sub.n Q or (CH.sub.2).sub.n Q.sub.1 ;
• R.sub.2 is H, halogen, CN, NO.sub.2, C.sub.1 -C.sub.3 alkyl optionally substituted with halogen, CO.sub.2 R.sub.19, S(O).sub.2 NR.sub.27 R.sub.28, NR.sub.29 R.sub.30, ER.sub.31 ;
• or C.sub.1 -C.sub.2 alkyl substituted with C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy, C.sub.1 -C.sub.2 alkylthio, C.sub.1 -C.sub.2 haloalkylthio, CN, OH or SH;
• R.sub.2.sup.' is independently H, F, Cl, Br, CH.sub.3, OCH.sub.3, or SCH.sub.3 ;
• R.sub.3 is H, CH.sub.3, OCH.sub.3, OCF.sub.2 H, F, Cl, Br, CO.sub.2 R .sub.19, S(O).sub.2 N(CH.sub.3).sub.2, OS(O).sub.2 CH.sub.3 or S(O).sub.p CH.sub.3 ;
• R.sub.4 is Cl, NO.sub.2, CO.sub.2 CH.sub.3, CO.sub.2 CH.sub.2 CH.sub.3, C(O)N(CH.sub.3).sub.2, OS(O).sub.2 CH.sub.3, S(O).sub.2 CH.sub.3, S(O).sub.2 CH.sub.2 CH.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3 ;
• R.sub.5 is H, C.sub.1 -C.sub.3 alkyl, F, Cl, Br, No.sub.2, S(O).sub.2 NR.sub.32 R.sub.33, S(O).sub.2 N(OCH.sub.3)CH.sub.3 or S(O).sub.p R.sub.34 ;
• R.sub.6 is C.sub.1 -C.sub.3 alkyl or phenyl;
• R.sub.7 is H. C.sub.1 -C.sub.3 alkyl optionally substituted with halogen, C.sub.3 -C.sub.4 alkenyl, or phenyl;
• R.sub.8 is H or CH.sub.3 ;
• R.sub.9 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.10 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.11 is H, Cl or C.sub.1 -C.sub.3 alkyl;
• R.sub.12 is H, C.sub.1 -C.sub.4 alkyl optionally substituted with F, Cl, Br or OCH.sub.3 ;
• C.sub.3 -C.sub.5 cycloalkyl optionally substituted with F, Cl or OCH.sub.3 ;
• C.sub.3 -C.sub.4 alkenyl;
• or C.sub.3 -C.sub.4 alkynyl;
• R.sub.13 is H or C.sub.1 -C.sub.3 alkyl;
• R.sub.14 is H, F, Cl, Br, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.15 is H, F, Cl, Br. CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.16 is C.sub.1 -C.sub.4 alkyl optionally substituted with F, Cl, Br or OCH.sub.3 ;
• C.sub.3 -C.sub.5 cycloalkyl optionally substituted with F or Cl;
• or C.sub.3 -C.sub.4 alkenyl;
• R.sub.17 and R.sub.18 are independently C.sub.1 -C.sub.3 alkyl;
• R.sub.19 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl;
• C.sub.2 -C.sub.4 haloalkyl, C.sub.2 -C.sub.3 cyanoalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl or C.sub.2 -C.sub.4 alkoxyalkyl;
• R.sub.20 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.21 is CH.sub.3, CH.sub.2 CH.sub.3, CH.sub.2 CH.sub.2 CH.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3 ;
• or R.sub.20 R.sub.21 may be taken together to form --(CH.sub.2).sub.2 (CH.sub.2).sub.n (CH.sub.2).sub.2 --and --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --;
• R.sub.22 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.3 cyanoalkyl, OCH.sub.3, OCH.sub.2 CH.sub.3, N(CH.sub.3).sub.2, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, cyclopropylmethyl or C.sub.3 -C.sub.4 cycloalkyl;
• R.sub.23 is H, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.4 alkenyl;
• or
• R.sub.22 and R.sub.23 may be taken together as --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --;
• R.sub.24 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 haloalkyl;
• R.sub.25 is C.sub.1 -C.sub.3 alkyl or N(CH.sub.3 .sub.2 ;
• R.sub.26 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, phenyl optionally substituted by F, Cl, Br, CH.sub.3 or OCH.sub.3, or C.sub.2 -C.sub.4 haloalkenyl;
• R.sub.27 is C.sub.1 -C.sub.3 alkyl;
• R.sub.28 is H, C.sub.1 -C.sub.4 alkyl or methoxy;
• R.sub.27 and R.sub.28 may be taken together to form --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --;
• R.sub.29 and R.sub.30 are independently H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.31 is C.sub.1 -C.sub.4 alkyl optionally substituted with F, Cl or OCH.sub.3 ;
• R.sub.32 is CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.33 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ;
• R.sub.34 is C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.4 alkenyl or C.sub.3 -C.sub.4 alkynyl;
• Q.sub.a is O, S, S(O), S(O).sub.2 or NCH.sub.3 ;
• Q.sub.b is O, S or S(O).sub.2 ;
• Q.sub.c is O, S, NH, N(C.sub.1 -C.sub.3 alkyl), NCH.sub.2 CH.dbd.CH.sub.2 or NCH.sub.2 C.tbd.CH;
• Q.sub.d is O, NH, N(C.sub.1 -C.sub.3 alkyl), NCH.sub.2 CH.dbd.CH.sub.2 or NCH.sub.2 C.tbd.CH;
• Q.sub.e is O or NR.sub.12 ;
• Q.sub.F is C(O) or S(O).sub.2 ;
• Q.sub.g is O, S, NH or N(C.sub.1 -C.sub.3 alkyl);
• n is 0 or 1;
• p is 0, 1 or 2;
• W' is O or S;
• E is O, S, S(O) or S(O).sub.2 ;
• Q is ##STR133## wherein Q.sub.1 -1 through Q.sub.1 -87 may be optionally substituted with 1 or 2 groups selected from C.sub.1 -C.sub.2 alkyl or C.sub.1 -C.sub.2 haloalkyl;
• R.sub.35 is H, C.sub.1 -C.sub.3 alkyl or allyl;
• R.sub.36 and R.sub.37 are independently H or C.sub.1 -C.sub.3 alkyl;
• X.sub.b is O or NR.sub.36 ;
• and
• X.sub.c is O, S, S(O), S(O).sub.2 or NR.sub.36 ;
• A is ##STR134## X or Y is H, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino, di(C.sub.1 -C.sub.3 alkyl)amino, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, C.sub.2 -C.sub.5 alkylsulfinylalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.5 alkylsulfonylalkyl, C.sub.3 -C.sub.5 cycloalkyl, C.sub.2 -C.sub.4 alkynyl, C.sub.2 -C.sub.5 alkylthioalkyl, ##STR135## or N(OCH.sub.3)CH.sub.3 ;
• W.sub.1 and W.sub.2 are independently O or S;
• m and m' are independently 2 or 3;
• R.sub.a is H or CH.sub.3 ;
• R.sub.b and R.sub.c are independently C.sub.1 -C.sub.2 alkyl;
• Z is CH, N, CCH.sub.3, CCH.sub.2 CH.sub.3, CCl or CBr;
• Z.sub.1 is C-U, N or N-O;
• Z.sub.2 and Z.sub.3 are independently N or C-U;
• Z.sub.4 is NCH.sub.3, O, S or CH.sub.2 ;
• U is H, F, Cl, Br, C.sub.1 -C.sub.2 alkyl optionally substituted by F, Cl, Br or OCH.sub.3, CN, NO.sub.2, NMe.sub.2, OR'", SR'" or CO.sub.2 CH.sub.3 ;
• R''" is C.sub.1 -C.sub.2 alkyl optionally substituted with F, Cl, Br or OCH.sub.3 ;
• X.sub.a is CH.sub.3, CH.sub.2 CH.sub.3 or CH.sub.2 CF.sub.3 ;
• and
• X.sub.d is H or CH.sub.3 ;
• and their agriculturally suitable salts;
• provided that
• (1) the total number of carbon atoms of R.sub.22 and R.sub.23 is less than or equal to five;
• (2) when X or Y is Cl, F, Br or I, then Z is CH and the remaining X or Y is OCH.sub.3, OCH.sub.2 CH.sub.3, N(OCH.sub.3)CH.sub.3, NHCH.sub.3, N(CH.sub.3).sub.2 or OCF.sub.2 H;
• (3) when X or Y is C.sub.1 haloalkoxy, then Z is CH;
• (4) at least one of X or Y is X' where X' is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino or di(C.sub.1 -C.sub.3 alkyl)amino;
• and
• (5) the total number of carbon atoms of R.sub.27 and R.sub.28 is less than or equal to five,
• (6) when A is A-3, A-4, A-5, A-6, A-8 or A-9 then Z is a carbon value, and
• (7) when A is A-11 all of Z.sub.1, Z.sub.2, or Z.sub.3, are carbon values