Reaction of 2-Phenyl-4-(ethoxymethylene)-5(4H)-oxazolone with 3,4-Dithio-toluene in the Presence of Lewis Base

Abstract

A convenient procedure for the synthesis of thiocoumarin by the condensation of 2-phenyl-4-(ethoxymethylene)-5-(4H)-oxazolone with 3,4-dithio-toluene in the presence of triethylamine is reported. Here, both thio groups are able to react with the carbonyl group to produce a mixture of isomeric products at ambient temperature. Only one of the isomers upon heating gives a new coumarin product.

Keywords:

• 3,4-Dithio-toluene
• 5(4H)-oxazolone
• Electrophoresis
• Nmr Spectroscopy
• Thiocoumarin