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Abstract

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Paper | Regular issue | Vol 94, No. 4, 2017, pp. 716 - 726
Published online: 14th March, 2017
DOI: 10.3987/COM-17-13668
■ Synthesis of Some Novel Thiophene and Thiazole Derivatives and Their Antimicrobial Evaluation

Hanan A. Mohamed, Bakr F. Abdel-Wahab, and Gamal A. El-Hiti*

*Department of Optometry, College of Applied Medical Sciences, King Saud University, P.O. Box 10219, Riyadh 11433, Saudi Arabia

Abstract

Reactions of phenyl isothiocyanate with several active methylene compounds 1 (3-oxo-3-phenylpropanenitrile, ethyl 2-cyanoacetate, pentane-2,4- dione and ethyl acetoacetate) and a molar equivalent of potassium hydroxide in dimethylformamide afforded potassium 1-(phenylamino)ethenethiolates as intermediates 2. Reactions of 2 and 2-bromo-1-(5-methyl-1-(4-tolyl)-1H-1,2,3- triazol-4-yl)ethanone (3) afforded novel thiazole and thiophene derivatives 4, 812, 9 13 and 16a23a,b in 68–78% yields. The structures of the synthesized products were confirmed using various spectroscopic techniques and single X-ray crystal structures. The novel thiophenes and thiazoles showed good antimicrobial activities against the tested bacteria and fungi.

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