Synthesis and pharmacological studies on some phthalimidoxy substituted quinoline derivatives

Abstract

Synthesis of novel N'-[2-(4-substitutedphenyl)-3-N-ethoxyphthalimido-5-oxoimidazolidene-1-yl]-2-(quinoline-8-yloxy)acetamide derivatives (6a-e) with potential biological activities were carried out by adopting the reaction scheme given below. Compound ethyl-(quinoline-8-yloxy)acetate (2) was synthesized by refluxing 8-hydroxyquinoline with ethylchloroacetate in presence of K 2 CO 3 . Ethyl-(quinoline-8-yloxy)acetate (2) was converted to corresponding hydrazide (3) on treatment with hydrazine hydrate which on further condensation with various araldehydes gave respective Schiff's bases (4a-e). These on cyclisation with glycine yielded corresponding oxoimidazolidenes (5a-e). Active H of imidazolidinones (5a-e) was replaced by ethoxy phthalimide to yield final products (6a-e).