New Approach to 3‐Aminothiophene‐ 2‐carboxylic Acid Derivatives: Access to 5‐Aryl‐4‐(ethylsulfanyl) Compounds

Abstract

Treatment of DMSO/water solutions of β‐bromo‐α‐(ethylsulfanyl)cinnamonitriles with sodium sulphide and α‐halo acetic acids derivatives followed by cyclization in a potassium carbonate/acetone/DMSO mixture gave the expected 3‐amino‐5‐aryl‐4‐(ethylsulfanyl)thiophene‐2‐carboxylic acids derivatives in fair yields.

Keywords:

• 3‐amino‐5‐aryl‐4‐(ethylsulfanyl)thiophene‐2‐carboxylic acids derivatives
• β‐bromo‐α‐(ethylsulfanyl)cinnamonitriles
• (ethylsulfanyl)acetonitrile
• methyl 3‐amino‐5‐aryl‐4‐bromothiophene‐2‐carboxylate
• sodium sulphide

Acknowledgments

The authors are grateful to F. Mongin for many helpful discussions and to P. Guenot for recording mass spectra.