Synthesis and characterization of some 3-phenylthio 3-phenoxyazetidine-2-one : application of two dimensional NMR HMQC 1H-13C, cosy 1H-1H and mass spectroscopy

Abstract EN

This study is concerned with the synthesis and characterization of the 3–phenylthio/3-phenoxyazetidine-2-one 3(a-e).

These compounds were prepared by phenylthio/phenoxyacetic acid (1) with the appropriate Schiff bases 2(a-d) in the presence of triethylamine with phosphorusoxychloride in dry methylene chloride under nitrogen atmosphere at 0°C.

The active acid chloride reacts with triethylamine to generate corresponding ketene in situ which further reacts with Schiff’s base to furnish corresponding 3–phenylthio/3-phenoxyazetidine-2-one 3(a-e) in moderate yields .