Method for producing isoxazoline-3-yl-acyl benzene

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 261/04 (2006.01) C07C 251/40 (2006.01) C07C 251/48 (2006.01) C07C 319/14 (2006.01) C07D 413/10 (2006.01) C07C 323/09 (2006.01)

Patent

CA 2331816

The invention relates to a method for producing isoxazolene of the formula (1), where the substituents have the following meanings: R1 is hydrogen, C1-C6 alkyl, R2 is C1-C6 alkyl, R3, R4, R5 are hydrogen, C1-C6 alkyl or R4 and R5 together form a linkage, R6 is a heterocyclic ring, and n is 0, 1 or 2. Said method comprises the production of an intermediate compound of the formula (VI) where R1, R3, R4 and R5 have the meanings given above. This step is followed by halogenation, thiomethylation, oxidation and acylation to yield compounds of formula (I). The invention also relates to new intermediate products for producing compounds of formula (I) and new methods for producing the intermediate products.

L'invention concerne un procédé de préparation d'isoxazoles de la formule (I) dans laquelle les substituants ont la signification suivante : R?1¿ désigne hydrogène, alkyle C¿1?-C¿6?, R?2¿ désigne alkyle C¿1?-C¿6?, R?3¿, R?4¿, R?5¿ désignent hydrogène, alkyle C¿1?-C¿6? ou R?4¿ et R?5¿ forment conjointement une liaison, R?6¿ désigne un composé hétérocyclique, n vaut 0, 1 ou 2. Ce procédé comprend la préparation d'un composé intermédiaire de la formule (VI), où R?1¿, R?3¿, R?4¿ et R?5¿ ont les significations mentionnées ci-dessus. Cette opération est suivie d'une halogénation, d'une thiométhylation, d'une oxydation et d'une acylation pour former des composés de la formule (I). L'invention concerne en outre de nouveaux produits intermédiaires utilisés pour préparer des composés de la formule (I), ainsi que de nouveaux procédés pour préparer les produits intermédiaires.

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