Russian Journal of Organic Chemistry

, Volume 50, Issue 8, pp 1145–1149 | Cite as

The synthesis and some transformations of 2-(2-Furyl)-1H-naphto[2,3-d]imidazole

Article

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.

Keywords

Imidazole Furfural Acetic Anhydride Methyl Iodide White Crystal 

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References

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    Weidenhagen, R., Ber., 1936, p. 2263.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2014

Authors and Affiliations

  1. 1.Platov Southern Russian State Polytechnical UniversityNovocherkasskRussia

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