Abstract
The interaction of 3,5-carbonyl-substituted derivatives of 1,4-dihydropyridine and some analogs of it with hydrazine hydrate occurs with fission of the heterocycle. In the case of alkoxycarbonyl-substituted compounds a reverse Michael reaction predominates leading to fragmentation of the molecules.
Similar content being viewed by others
REFERENCES
U. Eisner and J. Kuthan, Chem. Rev., 72, 1 (1972).
F. Michael and H. Dralle, Liebigs Ann. Chem., 670, 57 (1963).
R. Balicki, L. Kaczmarek, and P. Nantka-Namirski, Pol. J. Chem., 53, 893 (1979).
I. Meyers, P. D. Edwards, T. R. Balley, and G. E. Jr. Jagdman, J. Org. Chem., 50, 1019 (1998).
Y. Sato, BRD Patent 2629892; Chem. Abstr., 86, 189726 (1977).
Z. V. Esayan, S. G. Chshmarityan, N. A. Apoyan, and G. L. Papayan, Arm. Khim. Zh., 35, 178 (1982).
M. S. Mohamed, M. M. Ismail, and K. M. Ghoneim, J. Serb. Chem. Soc., 51, 405 (1986).
M. S. Mohamed, Egypt. J. Pharm. Sci., 34, 99 (1993).
L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 303.
J. N. Chatterjea, S. C. Shaw, and S. N. Singh, J. Indian Chem. Soc., 55, 149 (1978).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Bisenieks, E., Uldrikis, J. & Duburs, G. Reaction of 3,5-Carbonyl-substituted 1,4-Dihydropyridines with Hydrazine Hydrate. Chemistry of Heterocyclic Compounds 40, 869–875 (2004). https://doi.org/10.1023/B:COHC.0000044569.14048.79
Issue Date:
DOI: https://doi.org/10.1023/B:COHC.0000044569.14048.79