Synthesis of 1,3-thiazolidin-4-ones; reactivity of the thiosemicarbazone function towards dimethyl acetylenedicarboxylate


Hassan A. A. , Mohamed S. K. , Mohamed N. K. , El-Shaieb K. M. , Abdel-Aziz A. T. , Mague J. T. , ...More

JOURNAL OF CHEMICAL RESEARCH, no.3, pp.173-177, 2016 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2016
  • Doi Number: 10.3184/174751916x14552868764580
  • Title of Journal : JOURNAL OF CHEMICAL RESEARCH
  • Page Numbers: pp.173-177

Abstract

Aryl thiosemicarbazones react rapidly in a facile procedure with dimethyl acetylene-dicarboxylate to give substituted (ylidene) hydrazono(4-oxothiazolidin-5-ylidene) acetates in high yields. The synthesised compounds were characterised by spectroscopic methods and the structures confirmed by single crystal X-ray crystallography. Several mechanistic options involving nucleophilic interaction are presented.