Synthesis of thiols and polysulfides from alkyl halides, hydrogen sulfide, ammonia, and sulfur

JE Bittell, JL Speier

Index: Bittell,J.E.; Speier,J.L. Journal of Organic Chemistry, 1978 , vol. 43, p. 1687 - 1689

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Citation Number: 16

Abstract

Alkyl thiols and silyl-substituted alkyl thiols have been synthesized from the corresponding alkyl halides by the action of hydrogen sulfide and ammonia or alkyl amines under autogenous pressures in methanol. Alkyl halides converted to thiols in greater than 90% yield include hexyl, dodecyl, benzyl, trimethoxysilylpropyl, and methyldimethoxysilylpropyl chlorides, and 1, 2-dibromoethane. Exceptionally low yields (-1%) of dialkyl sulfides were ...