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Research Paper | Chemistry | Iraq | Volume 6 Issue 6, June 2017

IjsSynthesis, Identification and Evaluation of Antimicrobial Activities of some New N-substituted 2-azetidinone, Imidazolidinone and tetrazole derivatives of 2-(methylthio) benzimidazole

Suaad M. H. Al-Majidi | HalaAyad M. Rasheed | Suhad Faisal Hatem Al-Mugdadi

Abstract: New derivatives of 2-azetidinone, imidazolidine-4-one and tetrazole were obtained from the work that was conducted in this research. Firstly, reaction of 2-mercaptobenzimidazole (2-MBI) in basic conditions with methyl iodide to give 2- (methylthio) benzimidazole [1] then compound [1] was reacted with sodium hydride in DMF at (0 ?C) to bring the salt of compound [1], the produced salt was reacted with chloroacetyl chloride to produce 1- (?-chloroaceto)-2- (methylthio) benzimidazole as a starting compound [2]. Thereafter, compound [2] was reacted with hydrazine hydrate to give 1- (?-hydrazide aceto)-2- (methylthio) benzimidazole [3] then reacted with a different substitution of an aromatic aldehyde in absolute ethanol to give Schiff's bases derivatives [4-8]. The reactions of compounds [4-8] were carried out through three pathways for cyclization the first pathway involved a reaction with chloroacetyl chloride in the presence of triethyl amine to give 2-azetidinone derivatives [9-13]. While, the second pathway was cyclization with 2-aminoacetic acid to give imidazolidine-4-one derivatives [14-18]. Finally, the third pathway was conducted by a reaction with sodium azide to give tetrazole derivatives [19-23]. The new prepared compounds were identified by [FTIR, 1H-NMR and 13C-NMR] and their physical properties were measured. Furthermore, we have evaluated the effect of some prepared compounds on some bacterial and fungal strains.

Keywords: 2-MBI, Schiff base, -lactam, imidazolidine, tetrazole, anti-microbial

Edition: Volume 6 Issue 6, June 2017,

Pages: 1009 - 1016

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