First synthesis of 3-acetyl-2-aminothiophenes using the gewald reaction

Abstract

Novel 3-acetyl-2-aminothiophenes were prepared from cyanoacetone and 1,4-dithianyl-2,5-diols using a modified Gewald reaction. The syntheses of the corresponding acetamides, as well as that of 3-acetyl-2-amino-5-nitrothiophene - an interesting building-block for thiophene azo dyes - are reported. Detailed spectroscopic investigations (1H-NMR, 13C-NMR, MS, IR) of the obtained compounds are presented. © 2006 by MDPI.