Synthesis of Some New Heterocyclic Compounds with Expected Potential Biological Activity

Benzenesulphonate of p-hydroxybenzaldehyde reacts with hippuric acid in the presence of acetic anhydride and sodium acetate to give 4-(benzylidene-4’-benzenesulphonate)-2- phenyl -2- oxazolin-5- one II. Reaction of II with chloroaniline or o-phenylenediamine in ethyl alcohol afforded the corresponding arylcarboxamides of -arylcarb-oxamido-cinnamic acids III a, b. When the reaction was carried out in acetic acid containing sodium acetate the products were the imidazolone IV and benzimidazole V derivatives. Under the same conditions II reacts with p-phenylenediamine to give the bis-imidazolone VI derivative. Also II undergoes addition reactions with piperidine and thiophenol to yield the addition products VII a, b. Michael reaction of ethyl cyanoacetate with II affords compound VIII.