Synthesis of 3-aryl amido/imido-methyl-4-hydroxy-phenyl-5'-phenyl-3'- oxazolyl acetophenone azines as potential antiviral agents

Seema Yadav

Abstract

3-Aryl-amido/imido-methyl-4-hydroxy-phenyl-acetophenones (I) were prepared in excellent yields by condensing equilmolar amounts or p-hydroxy acetophenones and aryl-amido/imido-alcohols in the presence of conc. H2SO4. Reaction of (I) with semicarbazide, hydro-chloride in ethanol afforded 3-Aryl-amido/imido-methyl-4-hydroxyphenyl- acetophenone-semicarbazones (II) in the yields ranging from 60-70%. Reaction of (II) with acetophenone and iodine in glacial acetic acid afforded 3-Aryl-amido/imido-methyl-4-hydroxy-phenyl-5'-phenyl-3'-oxazolylacetophenone azines (III) in the yields ranging from 65-70%. Some of the compounds showed promising antiviral activity against three viruses viz., JEV, HSV-I and Influenza A viruses respectively. The present paper describes the synthesis and biological activity screening procedures.