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Hydroxyquinoline 1 reacts with ethyl chloroacetate in the presence of anhydrous K2CO3 to produce ethyl (quinolin-8-yloxy)acetate 2. Treatment of 2 with hydrazine hydrate forms 2- (quinolin-8-yloxy)acetohydrazide 3, which on condensation with various aldehydes 4a-e gives N'-{((1Z)-arylmethylene)-2-(quinolin-8-yloxy)}acetohydrazides 5a-e. These, on cyclization with mercaptosuccinic acid, yield (2-aryl-4-oxo-3-{((quinolin-8-yloxy)acetyl)amino}-1,3-thiazolidin- 5-yl) acetic acids 6a-e. Compounds 6a-e are further converted into acid chloride derivatives 7a- e by reaction with thionyl chloride. Subsequent treatment of 7a-e with N-hydroxysuccinimide in the presence of TEA furnishes the title compounds 8a-e. Antibacterial and antifungal activities of the final compounds have been evaluated and all the compounds have shown significant inhibition of bacterial and fungal growth.

Synthesis and antimicrobial activity of succinimido(2-aryl-4-oxo-3-{[(quinolin-8-yloxy)acetyl]amino}-1,3-thiazolidin-5-yl)acetates