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Molecules 2011, 16(7), 5496-5506; doi:10.3390/molecules16075496
Article

Synthesis and Antibacterial Activities of Novel Imidazo[2,1-b]-1,3,4-thiadiazoles

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Received: 18 March 2011 / Revised: 2 June 2011 / Accepted: 7 June 2011 / Published: 28 June 2011
(This article belongs to the Section Organic Synthesis)
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Abstract

2-Amino-5-(2-aryl-2H-1,2,3-triazol-4-yl)-1,3,4-thiadiazoles 2-4 have been synthesized by the reaction of 2-aryl-2H-1,2,3-triazole-4-carboxylic acids 1 with thiosemicarbazide. Their reaction with phenacyl (p-substituted phenacyl) bromides led to formation of the respective 6-aryl-2-(2-aryl-2H-1,2,3-triazol-4-yl)imidazo[2,1-b]-1,3,4-thiadiazoles 5. Reactivity of the latter fused ring towards reaction with different electrophilic reagents afforded the corresponding 5-substituted derivatives 6-8. The structure of the above compounds was confirmed from their spectral characteristics. Some of these compounds were found to possess slight to moderate activity against the microorganisms Staphylococcus aureus, Candida albicans, Pseudomonas aeruginosa, and Escherichia coli.
Keywords: 1,3,4-thiadiazole; imidazo[2,1-b]thiadiazole; electrophile; thiosemicarbazide; phenacyl bromide; antimicrobial activity 1,3,4-thiadiazole; imidazo[2,1-b]thiadiazole; electrophile; thiosemicarbazide; phenacyl bromide; antimicrobial activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Atta, K.F.M.; Farahat, O.O.; Ahmed, A.Z.A.; Marei, M.G. Synthesis and Antibacterial Activities of Novel Imidazo[2,1-b]-1,3,4-thiadiazoles. Molecules 2011, 16, 5496-5506.

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