Synthesis and Characterization of a New Series of Arylidene Compounds from 2-Iminothiazolidine-4-one derivatives

Abstract

The present work describes the synthesis and characterization of a new series of arylidene compounds from 2-iminothiazolidine -4-one which includes the preparation of   2-chloro-N-(4-(6-methyl benzo [d] thiazol-2-yl) phenyl) acetamide which was prepared through the reaction of 4-(6-methylbenzothiazole-2-yl) benzyl amine with chloroacetyl chloride in dry benzene to afford 2-chloro-N-(4-(6-methyl benzo [d] thiazol-2-yl)phenyl) acetamide . The later compound easily undergo cyclization reaction by potassium thiocyanate in dry acetone and results the formation of 2-imino-3-(4-(6-methylbenzo [d] thiazol-2-yl) phenyl) thiazolidin-4-one. After cyclization let react with different aromatic aldehydes to produce 5-benzylidene-2-imino-3-(4)6-methyl benzo [d]thiazol-2-yl) phenyl) thiazolidin-4-one . The FT-IR, 1H-NMR and 13C-NMR, 13C-DEPT-135, UV-Visible) spectra of the prepared compounds were confirmed the proposed structure, ultimately antimicrobial activity of the newly obtained compounds were tested against (Staphylococcus aureus ) (+ ve) , (Pseudomonas aeruginosa ) (-ve) and the results showed that most of the prepared compounds are sensitive against both types of test organisms in different activities.