REACTION OF THIOPHENE DICARBOXALDEHYDES WITH p-AMINOACETOPHENONE: A NEW SYNTHESIS OF THIENOPYRROLE DERIVATIVES

Abstract

The thiophene 3,4- and 2,3-dicarboxaldehydes react with p-aminoacetophenone in xylene to give N-(4-acetyl phenyl)-5,6-dihydro-4-oxo-4H-thieno[3,4-c] and [2,3-c]pyrroles. On the reaction of thiophene 2,3-dicarboxaldehyde in the presence of 2-mercaptoethanol, N-(4-acetyl phenyl)-2-thioalkyl-thieno[2,3-c]pyrrole and N-(4-acetyl phenyl)-2,5-dithioalkylthieno-[2,3-c]pyrrole are obtained, and characterized by ¹H nmr and mass spectroscopy.

Key Words:

• Thienopyrrole
• NMR
• mass spectra
• heterocycles