Abstract
A study has been made of the reaction of 1,3-disubstituted bezothieno[2,3-c]pyrylium salts with hydrazine. It has been shown that 1,3-dialkyl-substituted benzothieno[2,3-c]pyrylium salts interact with hydrazine to give N-amino-1,3-dialkylbenzothieno[2,3-c]pyridines. The presence of a pyrylium ring on one of the positions of the phenyl group leads to a mixture of N-amino derivatives and 5H-[2,3]benzothieno[2,3-e]diazepines. In contrast, 1,3-diphenylbenzothieno[2,3-c]pyrylium perchlorate gives exclusively 5H-[2,3]benzothieno[2,3-e]diazepine.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. V. Bogatskii, S. A. Andronati, and N. Ya. Golovenko, Tranquilizers: 1,4-Benzodiazepines and Related Structures [in Russian], Naukova Dumka, Kiev (1980).
M. D. Mashkovskii, Medicinal Substances [in Russian], Meditsina, Moscow (1993), p. 100.
E. V. Kuznetsov, I. V. Shcherbakova, and A. T. Balaban, Adv. Heterocycl. Chem.,50, 158 (1988).
J. Korosi and T. Lang, Chem. Ber.,107, 3883 (1974).
G. N. Dorofeenko, E. I. Sadekova, and V. M. Goncharova, Khim. Geterotsikl. Soedin., No. 10, 1308 (1970).
V. I. Dulenko, S. V. Tolkunov, and N. N. Alekseev, Khim. Geterotsikl. Soedin., No. 10, 1351 (1981).
Additional information
L. M. Litvinenko Institute of Physical Organic Chemistry and Coal Tar Chemistry, National Academy of Sciences of Ukraine, Donetsk 340114. Translate from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp 1137–1140, August, 1998.
Rights and permissions
About this article
Cite this article
Tolkunov, S.V., Suikov, S.Y., Zubritskii, M.Y. et al. Interaction of benzothieno[2,3-c]pyrylium salts with hydrazine. Derivatives of 5H-[2,3]benzothieno[2,3-e]diazepines. Chem Heterocycl Compd 34, 983–985 (1998). https://doi.org/10.1007/BF02311338
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02311338