Phenylsulfonyl ureas with nitrogen substituents, method for...

C - Chemistry – Metallurgy – 07 – D

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C07D 239/28 (2006.01) A01N 47/36 (2006.01) C07D 251/12 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2191757

Salts of formula (I), wherein n is 0, 1, 2 or 3; R is a halogen, alkyl or alkoxy, independently of one another when n is greater than 1; R1 is a substituted or unsubstituted hydrocarbon radical or a substituted or unsubstituted heterocyclic radical; R2 is an acyl radical; R3 is hydrogen or C1-C5 alkyl; M is a metal or ammonium ion; X, Y are, independently of each other, a halogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, each of the last three radicals being unsubstituted or substituted by one or more radicals from the group of halogen, C1-C4 alkoxy and C1-C4 alkoxy and C1-C4 alkylthio, or C3- C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkinyl, C3-C6 alkenyloxy, C3-C6 alkinyloxy, mono- or di- (C1-C4-alkyl)-amino, and Z is CH or N, can be used as herbicides and plant growth regulators. The compounds (I) can be produced by the method disclosed in claims 5-7, for example by hydrogenation of 2- alkoxycarbonyl-5-nitrophenylsulfonyl ureas in the presence of anhydrides.

Les sels de la formule (I) s'utilisent comme herbicides et comme régulateurs de croissance pour végétaux. Dans cette formule, n vaut 0, 1, 2 ou 3, R désigne halogène, alkyle ou alcoxy, indépendamment des autres substituants R, lorsque n est supérieur à 1, R?1¿ désigne un reste hydrocarbure substitué ou non substitué ou un reste hétérocyclique substitué ou non substitué, R?2¿ désigne un reste acyle, R?3¿ désigne hydrogène ou alkyle C¿1?-C¿5?, M? désigne un ion métal ou ammonium, X, Y désignent indépendamment l'un de l'autre halogène, alkyle C¿1?-C¿6?, alcoxy C¿1?-C¿6?, alkylthio C¿1?-C¿6?, chacun des trois derniers restes mentionnés étant non substitués ou substitués par un ou plusieurs restes du groupe halogène, alcoxy C¿1?-C¿4? et alkylthio C¿1?-C¿4?, ou cycloalkyle C¿3?-C¿6?, alkényle C¿2?-C¿6?, alkinyle C¿2?-C¿6?, alkényloxy C¿3?-C¿6?, alkinyloxy C¿3?-C¿6?, mono- ou di-(alkyle C¿1?-C¿4?) amino et Z désigne CH ou N. Ces composés (I) peuvent être préparés selon les procédés exposés dans les revendications 5 à 7, par exemple par hydrogénation d'urées de 2-alcoxycarbonyl-5-nitrophénylsulfonyle en présence d'anhydrides.

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