Abstract
The condensation of 1,2-dimethylbenzimidazole with thiophene-2-aldehyde in the presence of fused zinc chloride results in 1-methyl-2-[β-(2-thienyl)vinylene]-1H-benzimidazole. Its electrophilic substitution reactions (nitration, bromination, sulfonation, formylation, acylation) were studied. All the reactions occur in the 5-position of the thiophene ring. Only in the case of bromination in dichloroethane 5′,5(6)-dibromo-derivative was obtained. Data of the quantum-chemical calculations of the total positive charge on the carbon atoms of the protonated molecules of thienylbenzimidazoles including the vinylene group and without it are reported.
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Original Russian Text © E.V. Illenzeer, M.M. El’chaninov, A.A. Alexandrov, 2013, published in Zhurnal Obshchei Khimii, 2013, vol. 83, No. 1, pp. 99–102.
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Illenzeer, E.V., El’chaninov, M.M. & Alexandrov, A.A. Synthesis and some transformations of trans-1-methyl-2-[β-(2′-thienyl)vinylene]-1H-benzimidazole. Russ J Gen Chem 83, 91–94 (2013). https://doi.org/10.1134/S1070363213010155
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DOI: https://doi.org/10.1134/S1070363213010155