The Journal of Organic Chemistry

Reactions of thiolsulfonates with amines

JE Dunbar, JH Rogers

Index: Dunbar,J.E.; Rogers,J.H. Journal of Organic Chemistry, 1966 , vol. 31, p. 2842 - 2846

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Citation Number: 26

Abstract

Treatment of alkyl and aryl esters of thiosulfonic acids with primary or secondary amines gave sulfenamides and sulfinic acid salts. Simple alkyl and aryl thiolsulfonatesfailed to undergo a detectable reaction with aromatic amines, but o-nitrophenyl benzenethiolsulfonate (V) reacted with p-anisidine, p-toluidine, and aniline in refluxing ethanol. Trichloromethyl p-toluenethiolsulfonate (X) and bis (benzenesulfony1) sulfide ( ...