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

  • I. M. Elchaninov
  • M. M. Elchaninov


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.


Imidazole Furfural Acetic Anhydride Methyl Iodide White Crystal 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Pozharskii, A.F., Soldatenkov, A.T., and Katritzky, A.R., Heterocycles in Life and Society, Chichester: J.Wiley & Sons, 1997.Google Scholar
  2. 2.
    Pechkin, A.A., and El’chaninov, M.M., Izv. Vys. Ucheb. Zaved. Sev.-Kav. Region., Estestv. Nauki, 2000, vol. 28, p. 48.Google Scholar
  3. 3.
    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

Personalised recommendations