Abstract
Thiobenzhydrazides undergo cyclization with N-alkyl-quinoxalinium salts to give 5-alkyl-substituted 1,4,4a,5,10,10a-hexahydro-1,3,4-thiadiazino[5,6-b]quinoxalines, which undergo isomerization to 10-alkyl-substituted thiadiazinoquinoxalines when they are heated in ethanol or in the presence of acids.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
I. V. Kazantsev, V. G. Baklykov, V. N. Charushin, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 3, 420 (1986).
V. N. Charushin, M. G. Ponizovskii, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 8, 1011 (1985).
V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, G. M. Petrova, and E. O. Sidorov, Khim. Geterotsikl. Soedin., No. 5, 680 (1984).
V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, and V. N. Drozd, Khim. Geterotsikl. Soedin., No. 3, 396 (1985).
D. S. Yufit, Yu. M. Struchkov, V. N. Drozd, V. G. Baklykov, V. N. Charushin, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 10, 1417 (1985).
H. C. Brown and R. Pater, J. Org. Chem., 30, 3739 (1965).
R. é. Valter, Ring Chain Isomerism in Organic Chemistry [in Russian], Zinatne, Riga (1978).
S. I. Yan, W. H. Burton, C. Ping Lu, and C. C. Ched, J. Heterocycl. Chem., 15, 297 (1978).
P. A. S. Smith and D. H. Kenny, J. Heterocycl. Chem., 26, 5221 (1961).
Author information
Authors and Affiliations
Additional information
See [1] for Communication 20.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 557–561, April, 1987.
Rights and permissions
About this article
Cite this article
Baklykov, V.G., Charushin, V.N., Chupakhin, O.N. et al. Cyclization of N-alkyl azinium cations with bifunctional nucleophiles. 21. Regioisomeric 1,3,4-thiadiazino[5,6-b]quinoxalines. Chem Heterocycl Compd 23, 465–469 (1987). https://doi.org/10.1007/BF00546750
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00546750