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

Suaad Al-Majidi, Hala Ayad, M Rasheed, Suhad Faisal, Hatem Al-Mugdadi
2015 International Journal of Science and Research (IJSR)   unpublished
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-(α-chloroaceto)-2-(methylthio) benzimidazole as a starting
more » ... le as a starting compound [2]. Thereafter, compound [2] was reacted with hydrazine hydrate to give 1-(α-hydrazideaceto)-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, 1 H-NMR and 13 C-NMR] and their physical properties were measured. Furthermore, we have evaluated the effect of some prepared compounds on some bacterial and fungal strains.