Abstract
2-(6-Aryl-4-methylcyclohex-3-enecarbonyl)-4-ethoxycarbonylpyrazolin-1H-3-ones have been synthesized from 2′-N-(2,2-diethoxycarbonylvinyl)monohydrazides of 6-aryl-4-methylcyclohex-3-ene-1,1-dicarboxylic acids by boiling in DMF, pyridine, or toluene in the presence of potassium carbonate. Under analogous conditions, but without potassium carbonate, 2′-N-substituted hydrazides of cyclohexenecarboxylic acids are obtained.
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REFERENCES
L. Knorr, Chem. Ber., 16, 2597 (1883).
J. Buchi, J. Amman, R. Lieberherr, and E. Eichenberger, Helv. Chim. Acta, 36, 75 (1953).
B. Jursic and N. Bregant, Synth. Commun., 19, 2087 (1989).
M. Bernard, E. Hulley, H. Molenda, K. Stochla, and U. Wrzeciono, Pharmazie, 41, 8 (1986).
D. Zicane, I. Ravinya, Z. Tetere, and M. Petrova, Khim. Geterotsikl. Soedin., 216 (2005).
L. Claisen and E. Haase, Chem. Ber., 28, 34 (1895).
R. A. Pearson and E. A. Mayerle, J. Am. Chem. Soc., 73, 926 (1951).
P. Brooking, A. Doran, P. Grimsey, N. W. Hird, W. S. McLachan, and M. Vimol, Tetrahedron Lett., 40, 1405 (1999).
A. W. Taylor and R. T. Cook, Tetrahedron, 43, 607 (1987).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1007–1011, July, 2005.
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Zicane, D., Ravina, I., Tetere, Z. et al. Synthesis of Derivatives of Pyrazolin-1H-3-ones from 2′-N-Substituted Monohydrazides of Cyclohexenedicarboxylic Acids. Chem Heterocycl Compd 41, 850–853 (2005). https://doi.org/10.1007/s10593-005-0237-x
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DOI: https://doi.org/10.1007/s10593-005-0237-x