Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Conversion of α-Carbonylmethylthiosulfates into Thiocarboxamides
MITSURU FURUKAWAKENZO SHIRAISHISEIGORO HAYASHI
Author information
JOURNAL FREE ACCESS

1972 Volume 20 Issue 9 Pages 1921-1926

Details
Abstract

The reaction of sodium phenacylthiosulfate with amine was found to form acetophenone as by-product and elucidated to proceed through the intermediate formation of diphenacyl disulfide. The reaction between sodium ethoxycarbonylmethylthiosulfate with cyclohexylamine was also confirmed to proceed analogously through the formation of diethoxycarbonylmethyl disulfide, but not sodium cyclohexylcarbamoylmethylthiosulfate and dicyclohexylcarbamoylmethyl disulfide, to give N, N'-dicyclohexylthiooxamide and cyclohexylammonium cyclohexylaminothiocarbonylcarboxylate. Furthermore, the salt was proved to be formed via the intermediate ethoxycarbonyl-N-cyclohexylthiocarboxamide, but not by hydrolysis of N, N'-dicyclohexylthiooxamide.

Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top