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Synthesis of 1-Acyl-5-amino-4-ethoxycarbonylpyrazoles from Monohydrazides of Cyclohexenedicarboxylic Acids and Ethyl Ethoxymethylenecyanoacetate

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Chemistry of Heterocyclic Compounds Aims and scope

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

  1. G. Karmas and W. Oroshnik, US Pat. 2926170; Chem. Abstr., 54, 12160 (1960).

  2. A. N. Borisevich, A. S. Bragina, and V. Frosyuk, Fiziol. Akt. Veshchestva, 9, 47 (1977); Chem. Abstr., 88, 46216 (1978).

    CAS  Google Scholar 

  3. D. M. Bailey, D. A. Thomas, and A. M. Ezrin, Ger. Pat. 295374; Chem. Abstr., 116, 128917 (1992).

    Google Scholar 

  4. V. S. Pathak, M. B. Devani, and C. J. Shishoo, Indian J. Chem., 27B, 602 (1988).

    CAS  Google Scholar 

  5. A. K. Gadad, B. S. Kittur, S. G. Kapsi, C. S. Mahajanshetti, and S. B. Rajur, Arzneim.-Forsch, 46(II), 1082 (1966).

    Google Scholar 

  6. G. H. Hamor, Principles of Medicinal Chemistry, M. Varghese Company, Bombay, India (1981), p. 570.

    Google Scholar 

  7. D. Zicane, I. Ravina, I. Rijkure, Z. Tetere, E. Gudriniece, and U. Kalejs, Zh. Org. Khim., 36, 521 (2000).

    Google Scholar 

  8. P. Schmidt and J. Drye, Helv. Chim. Acta, 39, 986 (1956).

    Article  CAS  Google Scholar 

  9. F. V. Bagrov, Zh. Org. Khim., 70, 453 (2000).

    Google Scholar 

  10. B. Mishra and Nizamuddin, Indian J. Chemistry, 28B, 346 (1989).

    CAS  Google Scholar 

  11. S. Giri, A. K. Shukla, and Nizamuddin, J. Indian Chem. Soc., 67, 153 (1990).

    CAS  Google Scholar 

  12. D. R. Zicane, Z. Tetere, I. Ravina, and M. Petrova, RTU Zinatniskie raksti. Materialzinatne un lietiska kimija, Riga, 1(7), 103 (2003).

    Google Scholar 

  13. Z. Tetere, D. R. Zicane, I. Ravina, M. Petrova, and E. Gudriniece, Khim. Geterotsikl. Soedin., 1640 (2002).

  14. D. R. Zicane. Z. Tetere, and I. Ravina, RTU Zinatniskie raksti. Materialzinatne un lietiska kimija, Riga, 1(3), 34 (2001).

    Google Scholar 

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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

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