Synthesis, QSRT studies and antibacterial activity of 4-aryl-3-chloro-1-(3,5-dimethyl-isoxazol-4-yl)-azetidin-2-ones

Abstract

A new series of 4-aryl-3-chloro-1-(3,5-dimethyl-isoxazol-4-yl)-azetidin-2-ones <strong>4</strong> have been prepared from 4-amino-3,5-dimethylisoxazole <strong>1</strong>. Compound <strong>1</strong> on treatment with aromatic aldehydes <strong>2a-i</strong> furnishes the Schiff bases <strong>3a-i</strong>, which are then reacted with chloroacetyl chloride in presence of triethyl amine to afford the title compounds <em>viz</em>., isoxazolyl azetidin-2-ones <strong>4a-i</strong>. The structures of β-lactams <strong>4a-i</strong> have been confirmed by IR, ¹H and ¹³C NMR and mass spectral data. QSRT studies have been performed, and the compounds <strong>4a-i</strong>have been evaluated for their <em>in vitro</em> antibacterial activity. Compounds <strong>4b</strong>, <strong>4c</strong> and <strong>4d</strong> exhibited promising antibacterial activity.