Abstract
The reaction of β-substituted hydrazides with alkenals (acrolein, methacrolein, crotonaldehyde, and cinnamaldehyde) serves as a method for the synthesis of the corresponding 1-acyl-5-hydroxypyrazolidines and, in a number of cases, 1-acyl-5-acylhydrazinopyrazolidines. Some of the 1-acyl-5-hydroxypyrazolidines obtained have antiphlogistic activity.
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J.-L. Aubagnac, J. Elguero, and R. Jacquier, Bull. Soc. Chim. Fr., No. 9, 3292 (1969).
J.-L. Aubagnac, J. Elguero, and R. Jacquier, Bull. Soc. Chim. Fr., No. 9, 3306 (1969).
R. Jacquier, C. Pellier, C. Petrus, and F. Petrus, Bull. Soc. Chim. Fr., No. 2, 646 (1971).
J.-L. Aubagnac, J. Elguero, and R. Jacquier, Bull. Soc. Chim. Fr., No. 10, 3758 (1971).
J. Godin and A. Le Berre, Bull. Soc. Chim. Fr., No. 10, 4229 (1968).
H. Feuer and R. Harmetz, J. Am. Chem. Soc., 80, 5877 (1958).
A. V. Dovgilevich, Master's Dissertation, Moscow State University, Moscow (1984).
I. P. Bezhan, K. N. Zelenin, and V. V. Pinson, Zh. Org. Khim., 27, 493 (1982).
V. Hanus, M. Hrazdira, and O. Exner, Collect. Czech. Chem. Commun., 45, 2417 (1980).
K. N. Zelenin, A. V. Dovgilevich, and I. P. Bezhan, Khim. Geterotsikl. Soedin., No. 10, 1422 (1983).
O. Buchardt, B. Jensen, and J. Larsen, Acta Chem. Scand., 21, 1841 (1967).
V. N. Rozhkova and M. V. Komendantova, Farmakol. Toksikol., 46, 75 (1983).
P. J. Baley and A. Sturm, Biochem. Pharmacol., No. 3, 475 (1983).
H. Dorn, A. Zubek, and K. Walter, Ann. Chem., 707, 100 (1967).
F. E. Condon, J. Org. Chem., 37, 3615 (1972).
K. N. Zelenin, I. P. Bezhan, A. E. Drabkin, and E. N. Krotova, Zh. Org. Khim., 13, 1585 (1977).
F. P. Trinus, N. A. Makhort, and B. M. Klebanov, in: Nonsteroid Antiinflammatory Preparations [in Russian], Zdorov'e, Kiev (1975), p. 212.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 659–666, May, 1984.
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Zelenin, K.N., Dovgilevich, A.V., Bezhan, I.P. et al. Synthesis of 5-hydroxy- and 5-acylhydrazinopyrazolidines by the reaction of β-substituted hydrazides with α,β-unsaturated aldehydes and their biological activity. Chem Heterocycl Compd 20, 529–536 (1984). https://doi.org/10.1007/BF00514307
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DOI: https://doi.org/10.1007/BF00514307