Studies in the dithiocarbamate series. Part V. The reactions of some N-(4-hydroxybenzyl)-piperidines and -pyrrolidines with carbonyl sulphide

Abstract

The reactions of several N-(4-hydroxybenzyl)-piperidines and -pyrrolidines with carbonyl sulphide in ethano have been studied. At 35–45°, high yields of S-4-hydroxybenzyl amine-1-carbothioates were obtained by ‘insertion’ reactions, whereas in refluxing ethanol the reactions yielded benzyl alcohols in high yields. Mechanisms are proposed for the reactions.