Synthesis and investigation of mass spectra of some novel benzimidazole derivatives

Authors

  • Hassan K. Ibrahim Faculty of Science, Suez Canal University, Ismailia,
  • Sayed H. El-Tamany Faculty of Science, Suez Canal University, Ismailia,
  • Reda F. El-Shaarawy Faculty of Science, Suez Canal University, Ismailia,
  • Ibrahim M. El-Deen Faculty of Education, Suez Canal University, Port Said,

DOI:

https://doi.org/10.20450/mjcce.2008.248

Keywords:

mass spectrum, synthesis, and benzimidazoles

Abstract

2-Substituted benzimidazoles (3) and (4a-c) were prepared via condensation of ethyl 2-thionyl-pyruvate (1) and hydrazidoyl derivatives (2a-c) with o-phenylene diamine in acetic acid. Acetylation of compound (4a) with acetic anhydride yielded the corresponding N-acetyl derivative (5). Treatment of compound 4b with hydrazine hydrate gave the corresponding hydrazino derivative (6). Reaction of 2-[(2-thionyl)acetyl)] benzimidazole (3) with hydrazine hydrate gave the pyrazolyl derivative (7) and hydrazino derivative (8). Alkylation of compound 3 with alkyl halide gave the corresponding 2,3-disubstituled benzimidazoles (9a, b). Pyrrolo[1,2-a] benzimidazole derivatives 10 and 11 were prepared via cyclocondensation of compound 3 with acetic anhydride in presence of AcONa and phosphorus oxychloride. The electron impact mass spectra of both of the above series of compounds have also been recorded and their fragmentation patterns are discussed.

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Published

2008-06-15

How to Cite

Ibrahim, H. K., El-Tamany, S. H., El-Shaarawy, R. F., & El-Deen, I. M. (2008). Synthesis and investigation of mass spectra of some novel benzimidazole derivatives. Macedonian Journal of Chemistry and Chemical Engineering, 27(1), 65–79. https://doi.org/10.20450/mjcce.2008.248

Issue

Vol. 27 No. 1 (2008)

Section

Organic Chemistry

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