Abstract
2-(2-Furyl)-1-methyl-1H-acenaphtho[9,10-d]imidazole was obtained by the condensation of 9,1-acenaphthenequinone with furfural in the presence of ammonium acetate followed by N-methylation of the obtained 2-(2-furyl)-1H-acenaphtho[9,10-d]imidazole with methyl iodide in N-methylpyrrolid-2-one in the presence of potassium hydroxide. It was established that its electrophilic substitution in an acidic medium only takes place at position 2 of the furan ring while in a neutral medium both position 2 and position 7 of the aromatic part of the molecule undergo electrophilic attack.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. A. Pechkin, M. M. El’chaninov, and V. M. Stoyanov, Zh. Org. Khim., 38, 5 (2002).
A. Ch. Sircar and S. Ch. Sen, J. Indian Chem. Soc., 8, 605 (1931).
M. M. El’chaninov, A. M. Simonov, and L. Ya. Oleinikova, Khim. Geterotsikl. Soedin., 1047 (1979).
M. M. El’chaninov, A. M. Simonov, and L. Ya. Oleinikova, Khim. Geterotsikl. Soedin., 71 (1980).
Yu. D. Churkin and V. I. Savin, Khim. Geterotsikl. Soedin., 369 (1968).
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 191–196, February, 2006.
Rights and permissions
About this article
Cite this article
Achkasova, A.A., El’chaninov, M.M. Synthesis and properties of 2-(2-furyl)-1-methyl-1H-acenaphtho[9,10-d]imidazole. Chem Heterocycl Compd 42, 166–171 (2006). https://doi.org/10.1007/s10593-006-0065-7
Received:
Issue Date:
DOI: https://doi.org/10.1007/s10593-006-0065-7