Microwave Synthesis and Preliminary Antibacterial Activities of New Imidazolidines Derived from 2-Aminobenzothiazole

Research Article

Microwave Synthesis and Preliminary Antibacterial Activities of New Imidazolidines Derived from 2-Aminobenzothiazole

Zeid Hassan Abood, Hussein Ali Qabel

Corresponding Author : Zeid Hassan Abood,

Chemistry Department, College of Science, University of Kerbala, Kerbala-Iraq.

Email ID : zeid.ab2013@yahoo.com

Received : 2017-09-15 Accepted : 2017-10-09 Published : 2017-10-09

Abstract : 2-aminobenzothiazole 1 was converted to the corresponding diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give azo-benzothiazole derivative 2 bearing aldehyde group. The resulting aldehyde 2 was introduced in condensation reactions with the primary aromatic amines including (4-nitroaniline, 3-nitroaniline, 4-hydroxyaniline, 4-methoxyaniline, 2-methoxyaniline, 4-bromoaniline, 4-chloroaniline and 2,4-dichloroaniline) using microwave irradiation technique in absolute ethanol to produce eight imine derivatives of benzothiazole 3a-h, respectively. Treatment of the resulting imines 3a-h with L-alanine using microwave irradiation in tetrahydrofuran afforded eight new imidazolidines 4a-h substituted with benzothiazole moiety, respectively. Preliminary in vitro antibacterial activity of the target compounds were investigated using two types of bacteria, Staphylococcus aurous (Gram-positive) and Escherichia coli (Gram-negative). The results indicated that the newly synthesized imidazolidines (compounds 4c, 4d, 4f, 4g, and 4h) exhibited greater activities than gentamycin against Gram-positive bacteria. On the other hand, compounds 4c and 4f were also showed better activities against Gram-negative bacteria when compared with that of the control drug (Gentamycin).

Keywords : Imidazolidines; Imines; Benzothiazoles; Azo; Antibacterial activity

Citation : Zeid Hassan Abood et al. (2017). Microwave Synthesis and Preliminary Antibacterial Activities of New Imidazolidines Derived from 2-Aminobenzothiazole. J. of Physical and Chemical Sciences. V5I4.03. DOI : 10.5281/zenodo.1001066

Copyright : © 2017 Zeid Hassan Abood. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

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