Abstract
2-(2′-Selenienyl)benzimidazole has been synthesized by a Weidenhagen reaction and converted into the N-methylated derivative. Electrophilic-substitution reactions (nitration, sulfonation, bromination, chloromethylation, and acylation) in the selenophene ring have been studied. It has been shown that the substituent enters the α position of the selenophene ring in most cases. The bromination of 1-methyl-2-(2′-selenienyl)benzimidazole in acetic acid produces the 3′,5′-dibromo derivative, whereas 1-methyl-5(or 6)-bromo-2-(3′,5′-dibromo-2′-selenienyl)benzimidazole is obtained in polyphosphoric acid.
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M. M. El'chaninov, A. M. Simonov, and L. Ya. Oleinikova, Khim. Geterotsikl. Soedin., No. 10, 1311 (1983).
M. M. El'chaninov, L. Ya. Oleinikova, and A. M. Simonov, Khim. Geterotsikl. Soedin., No. 8, 1047 (1979).
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For Report 5, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1531–1534, November, 1983.
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El'chaninov, M.M., Magdesieva, N.N., Simonov, A.M. et al. Investigations in the field of the chemistry of 2-hetarylbenzimidazoles. 6. Synthesis and properties of 1-methyl-2-(2′-selenienyl)benzimidazole. Chem Heterocycl Compd 19, 1216–1219 (1983). https://doi.org/10.1007/BF00515361
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DOI: https://doi.org/10.1007/BF00515361