Abstract
The condensation of 1-methyl-2-formylpyrrole with o-phenylenediamine gave 2-(1′-methyl-2′-pyrrolyl)benzimidazole, which was subjected to methylation. The alkylation product was subjected to electrophilic substitution. The substituent is incorporated in the 4 or 5 position of the hetaryl ring; however, bromination of 1-methyl-2-(1′-methyl-2′-pyrrolyl)benzimidazole leads to the formation of the mono-, di-, and tribromo derivatives, depending on the conditions. The acidophobic properties of the pyrrole ring are partially lost as a consequence of the effect of the benzimidazole ring.
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M. M. El'chaninov, L. Ya. Oleinikova, and A. M. Simonov, Khim. Geterotsikl. Soedin., No. 8, 1047 (1979).
R. Weidenhagen, Ber., 69, 2263 (1936).
H. Fischer and H. Orth, Die Chemie des Pyrrols, Vol. 1, Leipzig (1934).
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See [1] for Communication 1.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 71–73, January, 1980.
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El'chaninov, M.M., Simonov, A.M. & Oleinikova, L.Y. Research on the chemistry of 2-hetarylbenzimidazoles. Chem Heterocycl Compd 16, 59–61 (1980). https://doi.org/10.1007/BF00475394
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DOI: https://doi.org/10.1007/BF00475394