Collect. Czech. Chem. Commun. 1983, 48, 3140-3143

Mechanism of formation of 2-amino-3-cyano-4,5-diphenylfurane and some of its reactions

Josef Prousek

Department of Environmental Chemistry and Technology, Slovak Institute of Technology, 812 37 Bratislava


The reaction of benzoin (I) with propanedinitrile in dimethylformamide catalyzed with diethylamine gives directly 2-amino-3-cyano-4,5-diphenylfurane (III), whereas this reaction catalyzed with glycine in ethanol produces the intermediate II which is transformed into III thermally or by catalysis with diethylamine. The aminofurane III reacts with 4-nitrobenzaldehyde to give azomethine IV, and it produces 2-amino-3-thioamido-4,5-diphenylfurane (V) by reaction with H2S in dimethylformamide.