Herbicidal sulfonamides

{
  "publication_number": "US4515624A",
  "country": "US",
  "kind": "A",
  "title": "Herbicidal sulfonamides",
  "abstract": "Certain sulfonylurea compounds with oxysulfonyl-, thiosulfonyl- or aminosulfonyl-containing groups are useful as pre- and/or post-emergence herbicides.",
  "claims": [
    "1. A compound of the formula: ##STR61## wherein W is O or S; R is H or CH 3; Q is O or NR 3; L is NR 5 R 6 or N(OCH 3)CH 3; R 1 is H, F, Cl, Br, CH 3, OCH 3, CF 3 or NO 2; R 2 is H or Cl; R 3 is H or C 1 -C 3 alkyl; R 5 and R 6 are independently C 1 -C 3 alkyl, or R 5 and R 6 may be taken together to be --(CH 2) 4 --, --(CH 2) 5 -- or --(CH 2) 2 O(CH 2) 2 --; R 7 is H, F, Cl, Br, CH 3, CF 3, NO 2 or OCH 3; A is ##STR62## X is CH 3, OCH 3, Cl, CH 2 CH 3, OCH 2 CH 3 or OCF 2 H; Y is H, NH 2, NHCH 3, N(CH 3) 2, C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of (a) F, (b) Cl or (c) Br, CH 2 OCH 3, CH 2 OCH 2 CH 3, C 1 -C 4 alkoxy, C 1 -C 2 alkylthio, C 3 -C 4 alkenyloxy, C 3 -C 4 alkynyloxy, OCH 2 CH 2 OCH 3, CH(OCH 3) 2, CH(OCH 2 CH 3) 2, ##STR63## OCH 2 CF 3, OCH 2 CH 2 F, OCH 2 CH 2 Cl, OCH 2 CH 2 Br or GCF 2 T wherein G is O or S and T is H, CHClF, CHBrF, CF 2 H or CHFCF 3; Z is CH, CCH 3, CBr, CCl, CF or CCH 2 CH 3, provided that (1) when X is Cl, then Z is CH and Y is NH 2, NHCH 3, N(CH 3) 2, CH 3, OCH 3 or OCF 2 H; (2) when W is S, then R is H; and their agriculturally suitable salts.",
    "2. Compounds of claim 1 where W is O.",
    "3. Compounds of claim 2 where R 2 is H.",
    "4. Compounds of claim 3 where R 3 is CH 3, R 5 is CH 3 and R 6 is CH 3 or CH 2 CH 3.",
    "5. Compounds of claim 4 where Q is O and R 1 is H, CH 3 or Cl.",
    "6. Compounds of claim 5 where Z is CH, X is CH 3, OCH 3, Cl or OCF 2 H and Y is CH 3, CH 2 CH 3, OCH 3, OCH 2 CH 3, OCF 2 H, SCF 2 H, CH 2 OCH 3 or CF 3.",
    "7. Compounds of claim 6 where R is H and R 1 is H.",
    "8. The compound of claim 1 which is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(dimethyl-aminosulfonyloxy)benzenesulfonamide.",
    "9. The compound of claim 1 which is N-[(4-methyl-6-methoxypyrimidin-2-yl)aminocarbonyl]-2-(dimethylaminosulfonyloxy)benzenesulfonamide.",
    "10. The compound of claim 1 which is N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-(dimethylaminosulfonyloxy)benzenesulfonamide.",
    "11. The compound of claim 1 which is N-[(4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl]-2-(dimethylaminosulfonyloxy)benzenesulfonamide.",
    "12. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 1 and at least one of the following: surfactant, solid or liquid diluent.",
    "13. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 2 and at least one of the following: surfactant, solid or liquid diluent.",
    "14. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 3 and at least one of the following: surfactant, solid or liquid diluent.",
    "15. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 4 and at least one of the following: surfactant, solid or liquid diluent.",
    "16. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 5 and at least one of the following: surfactant, solid or liquid diluent.",
    "17. A composition suitable for controlling the growth of undesired vegetation which comprises an effective amount of a compound of claim 6 and at least one of the following: surfactant, solid or liquid diluent.",
    "18. 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 claim 1.",
    "19. 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 claim 2.",
    "20. 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 claim 3.",
    "21. 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 claim 4.",
    "22. 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 claim 5.",
    "23. 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 claim 6."
  ],
  "description_excerpt": "The present invention relates to herbicidal sulfonamides, and, more particularly, to ortho-oxysulfonyl-, thiosulfonyl- or aminosulfonyl-sulfonylurea compounds which are useful as pre- and/or post-emergence general and selective herbicides.\n\nU.S. Pat. No. 4,169,719 discloses and claims N-(heterocyclicaminocarbonyl)arylsulfonamides of the formula: ##STR1##\n\nW can be O or S;\n\nR 3, R 4, R 5, R 6 and R 7 can be H, alkyl, halo or alkoxy, as more specifically defined therein; and\n\nX and Z can be various substituents including H, methyl and methoxy.\n\nThese compounds are useful as plant growth regulants and as herbicides.\n\nThe following references disclose other herbicidal sulfonamides of similar, though patentably distinct, structures.\n\nU.S. Pat. No. 4,127,405 discloses and claims N-(1,3,5-triazin-2-ylaminocarbonyl)arylsulfonamides, which are also plant growth regulants and herbicides.\n\nU.S. application Ser. No. 340,301, now U.S. Pat. No. 4,425,153, discloses compounds such as ortho-(acyloxy)benzenesulfonamides which are useful as herbicides.\n\nU.S. application Ser. No. 261,751, now U.S. Pat. No. 4,394,153, (EPO Publication No. 44,213) discloses herbicidal sulfamatesulfonylureas of the formula ##STR2## wherein R 1 can be C 1 -C 4 alkyl or C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br.\n\nU.S. application Ser. No. 262,813, now abandoned (EPO Publication No. 44,212) discloses methylsulfonatesulfonylureas of the general formula ##STR3## where\n\nW can be O or S;\n\nQ is O or NR 5;\n\nR 1 is C 1 -C 4 alkyl, C 1 -C 4 alkyl substituted with 1-3 atoms of F, Cl or Br, CH 2 CH 2 OCH 3, CH 2 CH 2 CH 2 OCH 3 or ##STR4##",
  "cpc": [
    "C07D 521/00",
    "A01N 47/36"
  ],
  "ipc": [
    "A01N 47/36",
    "C07D 521/00"
  ],
  "assignees": [
    "EI Du Pont de Nemours and Co"
  ],
  "inventors": [
    "James J. Reap"
  ],
  "filing_date": "1983-03-23",
  "publication_date": "1985-05-07",
  "grant_date": "1985-05-07",
  "priority_date": "1983-03-23",
  "application_number": "US-47796983-A",
  "family_id": "23898048",
  "cited_by_count": 11,
  "citations": [
    "EP0044212A1",
    "US4419121A"
  ]
}