Claims
- 1. A compound of the formula ##STR31## wherein W is O or S;
- R is H or CH.sub.3 ;
- R.sub.1 is H, F, Cl, Br, I, Cn, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 haloalkyl, OCH.sub.3, OCH.sub.2 CH.sub.3, OCH.sub.2 CF.sub.3, OCF.sub.2 H, SCH.sub.3, SCF.sub.2 F, C.sub.1 -C.sub.3 alkylsulfonyl or SO.sub.2 CF.sub.2 H;
- R.sub.2 is H, C.sub.1 -C.sub.14 alkyl, C.sub.1 -C.sub.2 haloalkyl, CN, OH, C.sub.1 -C.sub.2 alkoxy, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, C.sub.1 -C.sub.2 alkyl substituted by CN, C.sub.1 -C.sub.2 alkoxy or C.sub.1 -C.sub.2 alkylthio, C.sub.3 -C.sub.4 cycloalkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl or C(O)R.sub.5 ;
- R.sub.3 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.2 haloalkyl; or
- R.sub.2 and R.sub.3 may be taken together as --(CH.sub.2).sub.n -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 -- or ##STR32## R.sub.4 is H, F, Cl or CH.sub.3 ; R.sub.5 is H, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.2 alkoxy, NH.sub.2, NHCH.sub.3 or N(CH.sub.3).sub.2 ;
- R.sub.6 is H, C.sub.1 -C.sub.2 alkyl or phenyl;
- R.sub.7 is H or CH.sub.3 ;
- n is 2, 3, 4 or 5;
- p is 0 or 1;
- A is ##STR33## 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, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, 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;
- Y is H, C.sub.1 -C.sub.4 alkyl, 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 alkoxylalkoxy, 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 alkylthioalkyl, C.sub.2 -C.sub.5 alkylsulfinylalkyl, C.sub.2 -C.sub.5 alkylsulfonylalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkynyl, C.sub.3 -C.sub.5 cycloalkyl, azido, cyano, ##STR34## or N(OCH.sub.3)CH.sub.3 ; m is 2 or 3;
- Q.sub.1 and Q.sub.2 are independently O or S;
- R.sub.a is H or C.sub.1 -C.sub.3 alkyl;
- R.sub.b and R.sub.c are independently C.sub.1 -C.sub.3 alkyl; and
- Z is CH, CCH.sub.3, CC.sub.2 H.sub.5, CCl or CBr;
- and their agriculturally suitable salts; provided that
- 1) when X is halogen, then Z is CH and Y is OCH.sub.3, OC.sub.2 H.sub.5, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, OCF.sub.2 H, OCF.sub.2 Br or N(OCH.sub.3)CH.sub.3 ;
- 2) when X and/or Y is C.sub.1 haloalkoxy, then Z is CH;
- 3) when W is S, then R is H, Z is CH and Y is CH.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.2 OCH.sub.3, C.sub.2 H.sub.5, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, OCH.sub.2 C.tbd.CH, OCH.sub.2 CH.sub.2 OCH.sub.3, CH(OCH.sub.3).sub.2 or ##STR35## and 4) when the total number of carbon atoms of X and Y is greater than four, then the combined number of carbons of R.sub.2 and R.sub.3 is less than or equal to six.
- 2. The compounds of claim 1 wherein
- R.sub.2 is C.sub.1 -C.sub.2 haloalkyl, OH, C.sub.1 -C.sub.2 alkoxy, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, C.sub.1 -C.sub.2 alkyl substituted by C.sub.1 -C.sub.2 alkylthio, C.sub.3 -C.sub.4 cycloalkyl or C(O)R.sub.5 ;
- R.sub.3 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.2 haloalkyl; or
- R.sub.2 and R.sub.3 are taken together as --(CH.sub.2).sub.n -- or ##STR36## and n is 2 or 3.
- 3. The compounds of claim 3 wherein:
- W is O;
- X is C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, F, Cl, Br, I, OCF.sub.2 H, CH.sub.2 F, CF.sub.3, OCH.sub.2 CH.sub.2 F, OCH.sub.2 CHF.sub.2, OCH.sub.2 CF.sub.3, CH.sub.2 Cl or CH.sub.2 Br;
- Y is H, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.2 CH.sub.3, NHCH.sub.3, N(OCH.sub.3)CH.sub.3, N(CH.sub.3).sub.2, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, OCH.sub.2 C.tbd.CH, OCH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 SCH.sub.3, C(O)R.sub.a, ##STR37## OCF.sub.2 H, SCF.sub.2 H, OCF.sub.2 Br, cyclcopropyl, C.tbd.CH or C.tbd.CCH.sub.3 ; and
- Z is CH.
- 4. The compounds of claim 3 wherein
- R.sub.2 is NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CF.sub.3, OH, OCH.sub.3, CH.sub.2 SCH.sub.3, cyclopropyl or C(O)R.sub.5
- R.sub.3 is H, CH.sub.3 or CH.sub.2 CH.sub.3 ; or
- R.sub.2 and R.sub.3 are taken together as --(CH.sub.2).sub.n -- or ##STR38## R.sub.5 is H, CH.sub.3, OCH.sub.3, NH.sub.2, NHCH.sub.3 or N(CH.sub.3).sub.2 ; and
- R.sub.6 is H or C.sub.1 -C.sub.2 alkyl.
- 5. The compounds of claim 4 wherein
- A is A-1;
- X is CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, Cl, OCF.sub.2 H or OCH.sub.2 CF.sub.3 ; and
- Y is CH.sub.3, OCH.sub.3, CH.sub.2 CH.sub.3, CH.sub.2 OCH.sub.3, NHCH.sub.3 or CH(OCH.sub.3).sub.2.
- 6. The compounds of claim 5 wherein
- R is H;
- R.sub.1 is H; and
- p is O.
- 7. The compounds of claim 1 wherein
- R.sub.2 is C.sub.1 -C.sub.4 alkyl, CN, C.sub.1 -C.sub.2 alkyl substituted by CN or C.sub.1 -C.sub.2 alkoxy, C.sub.3 -C.sub.4 alkenyl or C.sub.3 -C.sub.4 alkynyl;
- R.sub.3 is H, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.2 haloalkyl; or
- R.sub.2 and R.sub.3 are taken together as --(CH.sub.2).sub.n -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --; and
- n is 4 or 5.
- 8. The compounds of claim 7 wherein
- W is O;
- X is C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, F, Cl, Br, I, OCF.sub.2 H, CH.sub.2 F, CF.sub.3, OCH.sub.2 CH.sub.2 F, OCH.sub.2 CHF.sub.2, OCH.sub.2 CF.sub.3, CH.sub.2 Cl or CH.sub.2 Br;
- Y is H, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.2 CH.sub.3, NHCH.sub.3, N(OCH.sub.3)CH.sub.3, N(CH.sub.3).sub.2, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, OCH.sub.2 C.tbd.CH, OCH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 SCH.sub.3, C(O)R.sub.a, ##STR39## OCF.sub.2 H, SCF.sub.2 H, OCF.sub.2 Br, cyclopropyl, C.tbd.CH or C.tbd.CCH.sub.3 ; and
- Z is CH.
- 9. The compounds of claim 8 wherein
- R.sub.2 is H, C.sub.1 -C.sub.4 alkyl, CN, CH.sub.2 CN, CH.sub.2 OCH.sub.3, allyl or propargyl; and
- R.sub.3 is H, CH.sub.3 or CH.sub.2 CH.sub.3.
- 10. The compounds of claim 9 wherein
- X is CH.sub.3, OCH.sub.3, OCH.sub.2 CH.sub.3, Cl, OCF.sub.2 H or OCH.sub.2 CF.sub.3 ; and
- Y is CH.sub.3, OCH.sub.3, CH.sub.2 CH.sub.3, CH.sub.2 OCH.sub.3, NHCH.sub.3 or CH(OCH.sub.3).sub.2.
- 11. The compounds of claim 10 wherein
- R is H;
- R.sub.1 is H; and
- p is O.
- 12. The compounds of claim 1 which is N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]carbonyl]-6-(dimethylamino)-2-pyridinesulfonamide.
- 13. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound as in any of claims 1-12 and at least one of the following: surfactant, solid diluent or liquid diluent.
- 14. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound as in any of claims 1-12.
RELATED APPLICATION
This is a division of application Ser. No. 07/243,865, filed Sept. 15, 1988, now U.S. Pat. No. 4,946,494, which is a continuation-in-part of Ser. No. 07/115,502 filed Oct. 30, 1987, now abandoned.
US Referenced Citations (5)
Foreign Referenced Citations (2)
Number |
Date |
Country |
101670 |
Feb 1984 |
EPX |
232067 |
Aug 1987 |
EPX |
Divisions (1)
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Number |
Date |
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Parent |
243865 |
Sep 1988 |
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Continuation in Parts (1)
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Number |
Date |
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Parent |
115502 |
Oct 1987 |
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