Treatment of 3-(2-bromoacetyl)coumarins with ammonium dithiocarbamate provi
des 3-(2-mercapto-4-thiazolyl)-2H-1-benzopyran-2-one (II) but not 4-hydroxy
-4-(3-coumarinyl)thiazolidine-2-thione (I). II undergoes smooth condensatio
n with alkyl, aralkyl, phenacyl and acid halides to give corresponding thio
ethers and thioesters (III) respectively. The structures of the newly synth
esized compounds were established on the basis of spectral data (IR PMR and
MS).