Abstract
Heating monohydrazides of cyclohexenedicarboxylic acids with ethyl ethoxymethylenecyanoacetate at reflux gives the corresponding N-substituted hydrazides. This reaction carried out in pyridine gives 1-acyl-5-amino-4-ethoxycarbonylpyrazoles.
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REFERENCES
G. Karmas and W. Oroshnik, US Pat. 2926170; Chem. Abstr., 54, 12160 (1960).
A. N. Borisevich, A. S. Bragina, and V. Frosyuk, Fiziol. Akt. Veshchestva, 9, 47 (1977); Chem. Abstr., 88, 46216 (1978).
D. M. Bailey, D. A. Thomas, and A. M. Ezrin, Ger. Pat. 295374; Chem. Abstr., 116, 128917 (1992).
V. S. Pathak, M. B. Devani, and C. J. Shishoo, Indian J. Chem., 27B, 602 (1988).
A. K. Gadad, B. S. Kittur, S. G. Kapsi, C. S. Mahajanshetti, and S. B. Rajur, Arzneim.-Forsch, 46(II), 1082 (1966).
G. H. Hamor, Principles of Medicinal Chemistry, M. Varghese Company, Bombay, India (1981), p. 570.
D. Zicane, I. Ravina, I. Rijkure, Z. Tetere, E. Gudriniece, and U. Kalejs, Zh. Org. Khim., 36, 521 (2000).
P. Schmidt and J. Drye, Helv. Chim. Acta, 39, 986 (1956).
F. V. Bagrov, Zh. Org. Khim., 70, 453 (2000).
B. Mishra and Nizamuddin, Indian J. Chemistry, 28B, 346 (1989).
S. Giri, A. K. Shukla, and Nizamuddin, J. Indian Chem. Soc., 67, 153 (1990).
D. R. Zicane, Z. Tetere, I. Ravina, and M. Petrova, RTU Zinatniskie raksti. Materialzinatne un lietiska kimija, Riga, 1(7), 103 (2003).
Z. Tetere, D. R. Zicane, I. Ravina, M. Petrova, and E. Gudriniece, Khim. Geterotsikl. Soedin., 1640 (2002).
D. R. Zicane. Z. Tetere, and I. Ravina, RTU Zinatniskie raksti. Materialzinatne un lietiska kimija, Riga, 1(3), 34 (2001).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1332–1335, September, 2005.
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Zicane, D., Tetere, Z., Ravina, I. et al. Synthesis of 1-Acyl-5-amino-4-ethoxycarbonylpyrazoles from Monohydrazides of Cyclohexenedicarboxylic Acids and Ethyl Ethoxymethylenecyanoacetate. Chem Heterocycl Compd 41, 1130–1133 (2005). https://doi.org/10.1007/s10593-005-0291-4
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DOI: https://doi.org/10.1007/s10593-005-0291-4