Synthesis and reactions of p-hydroxythiobenzamides

Abstract

Ethoxycarbonyl isothiocyanate reacted with phenols in a nitromethane solution of aluminum chloride to yield the appropriate 4-hydroxy-N- ethoxycarbonylthiobenzamides. In the reaction with dinucleophiles they gave heterocyclic compounds which were subsequently functionalized on the hydroxy group. The reaction of p-hydroxythiobenzamides with carbamoyl chloride, chlorides of α,β-unsaturated carboxylic acids, and isocyanates yielded the corresponding O-acylated products. ©ARKAT USA, Inc.