Uses of 2-(Thiophene-2-carbonylcarbamothioylthio)acetic Acid as a Good Synthon for Construction of Some New Thiazole and Annulated Thiazole Derivatives

Chem Pharm Bull (Tokyo). 2018;66(10):992-998. doi: 10.1248/cpb.c18-00482.

Abstract

The reaction of thiophene-2-carbonyl isothiocyanate 2 with thioglycolic acid gave 2-(thiophene-2-carbonylcarbamothioylthio)acetic acid 3. Compound 3 was subjected to some selected reactions with sulphuric acid as well as benzaldehyde, piperonal and isatin under different reaction conditions. The products obtained were new derivatives of thiazole and annulated thiazole derivatives bearing thiophene moiety in some cases. The structures of the new synthesized compounds were confirmed on the basis of their microanalytical and spectral properties. Some compounds were tested for their antimicrobial activity against six selected microorganisms using the standard antibacterial Gentamycin and antifungal Ketoconazole as references.

Keywords: antimicrobial activity; fused thiazole; indole; thiazole; thiophene-2-carbonyl isothiocyanate.

MeSH terms

  • Acetates / chemistry*
  • Molecular Structure
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry*
  • Thiophenes / chemistry*

Substances

  • 2-(thiophene-2-carbonylcarbamothioylthio)acetic acid
  • Acetates
  • Thiazoles
  • Thiophenes