ES400088A1 - A procedure for the preparation of a 3-tiometilcefalosporina. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

A procedure for the preparation of a 3-thiomethylcephalosporin of the formula: **(See formula)** or the sulfoxide thereof, the procedure of which is to treat a 3-halomethylcephalosporin of the formula **(See formula)** or its sulfoxide, at a temperature of 0º to 50ºC, with a mercaptan of the formula: R2SH where X is chlorine, bromine, or iodine; R is C1-C6 alkyl, **(See formula)** Z- (CH2) mA- (CH2) n-; Z is thienyl, furyl or **(See formula)** I is protected hydroxyl or protected amino; A is oxygen, sulfur, or a carbon-carbon bond; m is an integer from 0 to 4; n is an integer from 1 to 4; Q is hydrogen, fluorine, chlorine, bromine, C1-C6 alkyl, C1-C2 alkoxy, nitro, cyano, hydroxyl, or trifluoromethyl; R1 is hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C3-C8 alkenyl, C3-C8 alkynyl, benzyl, methoxybenzyl, nitrobenzyl, benzohydryl, trityl, phthalimidomethyl, succinimidomethyl, phenycyl or trimethylsilyl; R2 is C1-C6 alkyl, C1-C6 alkyl substituted with hydroxy, nitro, dialkyl (C1-C4) amino, cyano or halogen; C3-C6 alkenyl; benzyl; phenyl; pyridyl; thienyl; furyl; thiadiazil; tetrazyl or (see formula); R3 is OR4 or N (R4) 2 and R4 is hydrogen or C1-C4 alkyl; said treatment taking place in an inert solvent selected from dimethylformamide, dimethylacetamide or hexamethylphosphoramide. (Machine-translation by Google Translate, not legally binding)