The present work includes synthesis, characterization and investigation the biological activity of a new series of thiazolidin-4-one derivatives. The synthetic routes have been divided into four main steps as follows: The first step is the preparation of (4-(4’-chlorobenzyloxy)phenyl)ethanone) as a starting material, by the reaction of p-hydroxyacetophenone with p-chlorobenzyl chloride in the presence of anhydrous K2CO3  in absolute ethanol.  The second step of this work is synthesis of (4-[4’-(4’’-chlorobenzyloxy)phenyl]-thiazol-2-amine), it was achieved by the reaction of (4-(4’-chlorobenzyloxy)phenyl)ethanone) with thiourea in the presence of iodine. The third step includes the synthesis of heterocyclic Schiff bases, by treatment of (4-[4’-(4’’-chlorobenzyloxy)phenyl]-thiazol-2-amine) and different substituted benzaldehydes in absolute ethanol using glacial acetic acid as catalyst. The fourth and final step of synthesis process is the synthesis of a series of Thiazolidin-4-one, by the reaction of the synthesized imines with mercaptoacetic acid in dry benzene. The structures of the synthesized products were assigned on the basis of ( FT-IR, ¹H-NMR, ¹³C-NMR and ¹³C-DEPT-135) spectroscopy. The synthesized compound were evaluated for antibacterial activity, against two types of bacteria,Escherichiacoli (Gram negative) and Staphylococcus aureus (Gram positive). The results showed the high sensitivity of the synthesized compounds against both types of bacteria.

Published 01 August 2018

DOI: 10.14500/icpas2018.ach77

http://dx.doi.org/10.14500/icpas2018.ach77