First synthesis of 3-acetyl-2-aminothiophenes using the Gewald reaction.
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 ((1)H-NMR, (13)C-NMR, MS, IR) of the obtained compounds are presented.
Eller
Gernot A
GA
Department of Drug Synthesis, Faculty of Life Sciences, University of Vienna, Austria. gernot.eller@univie.ac.at
Holzer
Wolfgang
W
D000577:Amides / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D013876:Thiophenes / Q000138:chemical synthesis*
D000577:Amides; D013876:Thiophenes