Abstract
2-(2-Furyl)-1H-naphto[2,3-d]imidazole was synthesised by interaction of 2,3-diaminonaphtalene with furfural in the conditions of Weidenhagen reaction. At its N-methylation in the KOH-DMSO system the 1-methyl-2-(2-furyl)-1H-naphto[2,3-d]imidazole was obtained, which we subjected to reactions of electrophilic substitution (nitration, bromination, sulfonation, formylation, and acylation). This compound possesses a specific reactivity: all reactions, as a rule, proceed at the naphthalene scaffold while the furan ring is not involved.
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Original Russian Text © I.M. Elchaninov, M.M. Elchaninov, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 8, pp. 1162–1166.
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Elchaninov, I.M., Elchaninov, M.M. The synthesis and some transformations of 2-(2-Furyl)-1H-naphto[2,3-d]imidazole. Russ J Org Chem 50, 1145–1149 (2014). https://doi.org/10.1134/S1070428014080120
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DOI: https://doi.org/10.1134/S1070428014080120