NEW METHDOLOGY OF SYNTHESIS PYRAZOLO- THIAZOLO DERIVATIVES WITH STUDY ANTIMICROBAL ACTIVITIES

Abstract

In this contribution, new derivatives of thiosemicarbazon, cyclic thiazolidinone, yilidine thiazolidinone, and parazolo-thiazole were synthesized, starting from the reaction of 2 -aminobenzothiazole with p-bromo phenacyl bromide to give the first step of  2(4-bromo phenyl) imidazole (2,1 -b) benzo thiazole (1). Compound (1) then was subjected under Viels Myer Haack to yield   3-carbaldehyde linking with imidazo-benzothiazol (2). Compound (2) condensed with thiosemicarbazide togivenewsynthesis of thiosemicarbazon derivative (3). Compound 4-Oxo-1,3-thiazolidine (4) was constituted from reacting compound (3) with ethyl chloroacetate, while Thiazolidinone derivative (5) was formed by reacting compound (4) with aromatic aldehyde to give 4-Oxo-1,3-thiazolidine-5 benzylidene linking with imidazo-benzothiazol (5). Compound (5) was then reacted with hydrazine hydride to give fused ring of pyrazolo thaizolo derivatives (6). In the finally, azo methene groups were opening by two reagents are (acetic anhydride and 4-nitro benzoyl chloride) to give new derivatives of hydrazone contacted with imidazobenzothiazol (7) and (8) compound respectively. All the prepared compounds were identified by Fourier Transform Infrared (FT-IR), Proton nuclear magnetic resonance (¹ H-NMR) and Carbon nuclear magnetic resonance (¹³C-NMR) spectra. Some of the synthesized compounds were evaluated via biological activity.