Method for oxidizing a thioether group into a sulfoxide group

C - Chemistry – Metallurgy – 07 – D

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C07D 401/12 (2006.01) C07C 315/02 (2006.01)

Patent

CA 2402635

The present invention relates to a process for the oxidation of the compound 2-(2-pyridinylmethyl- thio)benzimidazol of formula I to the compound of formula II, characterized in that the oxidation is effected with sodium percarbonate and a catalyst consisting of a molybdenum salt (see formula I) where R1 represents an alkyl group with 1 to 6 carbon atoms, a halogenated alkyl group with 1 to 6 carbon atoms or a -(CH2)n-OR9 group, where n is an integer between 1 and 6, both inclusive, and R9 represents hydrogen or an alkyl group with 1 to 6 carbon atoms; R2, R3, R4, R5, R6 and R9, independently from each other represent hydrogen, an alkyl group with 1 to 6 carbon atoms or an alkoxy group with 1 to 6 carbon atoms; and R7 represents hydrogen, an alkyl group with 1 to 6 carbon atoms, an alkoxy group with 1 to 6 carbon atoms or a fluorinated alkoxy group with 1 to 6 carbon atoms.

La présente invention concerne un procédé d'oxydation d'un groupe thioéther en groupe sulfoxyde, utilisant du percarbonate de sodium aqueux en présence d'un sel de molibdène comme catalyseur. Ce procédé est utilisé pour oxyder le groupe thioéther représenté par la formule générale (I), dans laquelle R1 représente un alkyle C1-C6, un alkyle C1-C6 halogéné, ou -(CH2)n-OR9, n représentant un nombre entier compris entre 1 et 6 et R9 représentant un H ou un alkyle C1-C6; R2, R3, R4, R5, R6 y R8, indépendamment, représentent un H, un alkyle C1-C6, ou un alcoxy C1-C6; et R7 représente un H, un alkyle C1-C6, un alcoxy C1-C6, ou un alcoxy C1-C6 fluoré, pour obtenir le dérivé sulfinyle (II).

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