Synthesis and antibacterial activity of some new imidazole, Imidazo[2,1-c]triazole and Imidazo[1,2-e]tetrazole derivatives

Hussein A. Al-tamamy and M. E. Abdel Fattah*

Department of Chemistry, Faculty of Science, Sebha University, Sebha (Libya).

ABSTRACT:

Reaction of 1-(3-phenylallylidene)thiosemicarbazide 2a-c with ethyl chloroacetate gave (3- phenylallylideneamino)-2-thioxoimidazolidin-4-one 3. Treatment of 3 with methyliodide, chloroacetic acid and with acetic anhydride gave the corresponding (3-phenylallylideneamino)imidazolidin-4-one derivatives 4, 5 and 6, respectively. Condensation of 3 with aromatic aldehydes yielded 5-arylidene-2- thioxoimidazolidin-4-ones 7 which react with acetic anhydride and with hydrazine to give the 1-acetyl- 2-thioxoimidazolidin-4-one 8 and 2-hydrazinoimidazolidin-4-one 9, respectively. Reaction of 9 with acetic anhydride, carbon disulfide and with cyclohexanone gave the corresponding imidazo[2,1-c]triazoles 10, 11, and 13, respectively. The antibacterial activity of the synthesized compounds was also studied.

KEYWORDS:

Imidazoles; Imidazo[1;2-e]tetrazole; Imidazo[2,1-c][1;2;4]triazole; antibacterial activity

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Copy the following to cite this article: Al-Tamamy H. A, Fattah M. E. A. Synthesis and antibacterial activity of some new imidazole, Imidazo[2,1-c]triazole and Imidazo[1,2-e]tetrazole derivatives. Orient J Chem 2010;26(2).

Copy the following to cite this URL: Al-Tamamy H. A, Fattah M. E. A. Synthesis and antibacterial activity of some new imidazole, Imidazo[2,1-c]triazole and Imidazo[1,2-e]tetrazole derivatives. Available from: http://www.orientjchem.org/?p=11551