Sulphonylation method and reagent useful for perhalogenated...

C - Chemistry – Metallurgy – 07 – B

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C07B 45/00 (2006.01) C07C 303/38 (2006.01) C07C 311/09 (2006.01)

Patent

CA 2348704

The invention concerns a method and a reagent useful for the synthesis of perhalogenated sulphanilide on the carbon borne by the sulphur atom of the sulphanilide function. Said perfluoroalkane sulphonylation method is characterised in that it comprises a step which consists in contacting a nucleophile whereof the nucleophilic atom is a nitrogen, with a reagent comprising by successive or simultaneous addition a heavy sulphonyl halide, advantageously sulphonyl chloride, and an organic base comprising a metalloid atom having resonance with a .pi. bond, and the organic part of said sulphonyl is perhalogenated, advantageously perfluorinated, on the carbon borne by the sulphur. The invention is applicable to intermediate synthesis for organic chemistry.

La présente invention a pour objet un procédé et un réactif utiles pour la synthèse de sulfanilide perhalogéné sue le carbone porté par l'atome de soufre de la fonction sulfanilide. Ce procédé de perfluoroalcane sulfonylation est caractérisé par le fait qu'il comprend une étape de mise en contact d'un nucléophile dont l'atome nucléophile est un azote, avec un réactif comportant pour addition successive ou simultanée un halogénure lourd sulfonyle, avantageusement chlorure de sulfonyle, et une base organique comportant un atome métalloïde présentant une résonance avec une liaison .pi., et par le fait que la partie organique dudit sulfonyle est perhalogénée, avantageusement perfluorée, sur le carbone porté par le soufre. Application à la synthèse d'intermédiaire pour la chimie organique.

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