Phenyl-substituted sulfonamides

{
  "publication_number": "US4659368A",
  "country": "US",
  "kind": "A",
  "title": "Phenyl-substituted sulfonamides",
  "abstract": "Novel N-[pyrimidin-2-yl]- and [triazin-2-yl]-aminocarbonyl]-1,3-benzodioxolesulfonamides and 1,4-benzodioxansulfonamides are useful as plant growth regulants and in particular as herbicides.",
  "claims": [
    "1. A compound selected from ##STR67## wherein W is O, S, SO or SO 2; W 1 is O, S, SO or SO 2; R 1 is H or CH 3; R 2 is H or C 1 -C 4 alkyl; R 3, R 4, R 5, R 6 and R 7 are independently H or CH 3; A is ##STR68## X is CH 3, OCH 3 or Cl; Y is C 2 H 5, CH 3, OCH 3, OC 2 H 5, CH 2 OCH 3, NH 2, NHCH 3, SCH 3, N(CH 3) 2, CH(OCH 3) 2 or ##STR69## and Z is CH; provided that when X is Cl, then Y is NH 2, NHCH 3, N(CH 3) 2 or OCH 3.",
    "2. Compounds of claim 1 Formula I where W and W 1 have identical values.",
    "3. Compounds of claim 1 Formula II where W and W 1 have identical values.",
    "4. Compounds of claim 2 where R 7 is H.",
    "5. Compounds of claim 3 where R 7 is H.",
    "6. Compounds of claim 4 where R 2 is H or CH 3.",
    "7. Compounds of claim 6 where Y is CH 3 or OCH 3.",
    "8. Compounds of claim 7 where W and W 1 are O or S.",
    "9. Compounds of claim 7 where W and W 1 are SO or SO 2.",
    "10. The compound of claim 1 which is N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2,2-dimethyl,-1,3-benzodioxole-4-sulfonamide.",
    "11. The compound of claim 1 which is N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2,2-dimethyl-1,3-benzodioxole-4-sulfonamide.",
    "12. The compound of claim 1 which is N-[-(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,2-dimethyl-1,3-benzodioxole-4-sulfonamide.",
    "13. 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.",
    "14. 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.",
    "15. 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 of liquid diluent.",
    "16. 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 of liquid diluent.",
    "17. 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 of 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."
  ],
  "description_excerpt": "This invention relates to benzodioxolesulfonamides and benzodioxansulfonamides which are useful as plant growth regulants and in particular as herbicides.\n\nChem. Ber., 105, 2791 (1972) describes the preparation of N-butylcarbamoyl-p-toluenesulfamate, but does not claim utility as a pesticide: ##STR1##\n\nGerman Pat. No. 940,292 describes the preparation of N-[arylcarbamoyl]arylsulfamides and claims utility as textile assistants, pharmaceuticals and pesticides: ##STR2## wherein each of X and X 1 is H, or each is ethoxy.\n\nNetherlands Pat. No. 121,788, published Sept. 15, 1966, teaches the preparation of compounds of Formula (i), and their use as general or selective herbicides: ##STR3## wherein R 1 and R 2 may independently be alkyl of 1-4 carbon atoms; and\n\nR 3 and R 4 may independently be hydrogen, chlorine or alkyl of 1-4 carbon atoms.\n\nFrench Pat. No. 1,468,747 discloses the following para-substituted phenylsulfonamides, useful as antidiabetic agents: ##STR4## wherein R=H, halogen, CF 3 or alkyl.\n\nLogemann et al., Chem. Ab., 53, 18052g (1959), disclose a number of sulfonamides, including uracil derivatives and those having the formula: ##STR5## wherein R is butyl, phenyl or ##STR6## and R 1 is hydrogen or methyl.\n\nWhen tested for hypoglycemic effect in rats (oral doses of 25 mg/100 g), the compounds in which R is butyl and phenyl were most potent. The other were of low potency or inactive.\n\nWojciechowski, J. Acta. Polon. Pharm. 19, p. 121-5 (1962) [Chem.",
  "cpc": [
    "C07C 311/65",
    "A01N 47/36",
    "C07D 239/52",
    "C07D 251/46",
    "C07D 317/46",
    "C07D 317/62",
    "C07D 319/18",
    "C07D 327/04",
    "C07D 339/06",
    "C07D 339/08",
    "C07D 405/12",
    "C07D 521/00"
  ],
  "ipc": [
    "A01N 47/36",
    "C07D 239/52",
    "C07D 251/46",
    "C07D 317/46",
    "C07D 317/62",
    "C07D 319/18",
    "C07D 327/04",
    "C07D 339/06",
    "C07D 339/08",
    "C07D 405/12",
    "C07D 521/00"
  ],
  "assignees": [
    "EI Du Pont de Nemours and Co"
  ],
  "inventors": [
    "Linda G. Carter"
  ],
  "filing_date": "1986-02-11",
  "publication_date": "1987-04-21",
  "grant_date": "1987-04-21",
  "priority_date": "1982-11-01",
  "application_number": "US-82824986-A",
  "family_id": "27031290",
  "cited_by_count": 1,
  "citations": [
    "US4494979A",
    "US4502882A"
  ]
}