Advertisement

Chemistry of Heterocyclic Compounds

, Volume 42, Issue 7, pp 892–896 | Cite as

A modified and convenient method for the preparation of N-phenylpyrazoline derivatives

  • J. Safaei-Ghomi
  • A. H. Bamoniri
  • M. Soltanian-Telkabadi
Article

Abstract

Ten new N-phenylpyrazoline derivatives have been synthesized in high yields by condensation of chalcones with phenylhydrazine in the presence of potassium carbonate in reflux conditions. The workup is simple and involves treatment with ice-cold water. As compared with the previous method a considerable increase in the reaction rate with better yields has been observed.

Keywords

chalcones N-phenylpyrazolines intramolecular cyclization Michael addition 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    M. A. Berghot and E. B. Moawad, Eur. J. Pharm. Sci., 20, 173 (2003).CrossRefGoogle Scholar
  2. 2.
    D. Nauduri and G. B. Reddy, Chem. Pharm. Bull., 46, 1254 (1998).Google Scholar
  3. 3.
    S. S. Korgaokar, P. H. Patil, M. T. Shah, and H. H. Parekh, Indian J. Pharm. Sci., 58, 222 (1996).Google Scholar
  4. 4.
    R. H. Udupi, A. R. Kushnoor, and A. R. Bhat, Indian J. Heterocycl. Chem., 8, 63 (1998).Google Scholar
  5. 5.
    M. Abid and A. Azam, Bioorg. Med. Chem., 15, 2213 (2005).CrossRefGoogle Scholar
  6. 6.
    A. Bilgin, E. Palaska, and R. Sunal, Arzneim.-Forsch., 43, 1041 (1993).Google Scholar
  7. 7.
    K. S. Guniz, S. Rollas, H. Erdeniz, M. Kiraz, E. A. Cevdet, and A. Vidin, Eur. J. Med. Chem., 35, 761 (2000).CrossRefGoogle Scholar
  8. 8.
    E. Palaska, M. Aytemir, T. Uzbay, and D. Erol, Eur. J. Med. Chem., 36, 539 (2001).CrossRefGoogle Scholar
  9. 9.
    J. Elguero, in: Bulton and McKillop (editors), Comprehensive Heterocyclic Chemistry, Pergamon Press, 1984, vol. 5, p. 293.Google Scholar
  10. 10.
    D. B. Dambal, P. P. Pattanashetti, R. K. Tikare, B. V. Badami, and G. S. Puranik, Indian J. Chem., 23B, 186 (1984).Google Scholar
  11. 11.
    S. P. Sachchar and A. K. Singh, J. Indian Chem. Soc., 62, 142 (1985).Google Scholar
  12. 12.
    S. E. Kulkarni, R. A. Mane, and D. B. Ingle, Indian J. Chem., 25B, 452 (1986).Google Scholar
  13. 13.
    R. J. Cremlyn, F. J. Swinbourne, and E. Mookerjee, Indian J. Chem., 25B, 562 (1986).Google Scholar
  14. 14.
    N. G. Gawande and M. S. Shingare, Indian J. Chem., 26B, 351 (1987).Google Scholar
  15. 15.
    Y. R. Huang and J. A. Katzenellenbogen, Org. Lett., 2, 2833 (2000).CrossRefGoogle Scholar
  16. 16.
    A. R. Katritzky, M. Y. Wang, S. M. Zhang, A. V. V. Vonkov, and P. J. Steel, J. Org. Chem., 66, 6787 (2001).CrossRefGoogle Scholar
  17. 17.
    N. M. Kuz’menok, T. A. Koval’chuk, and A. M. Zvonok, Synlett., 3, 485 (2005).Google Scholar
  18. 18.
    M. Kidwai and P. Misra, Synth. Commun., 29, 3237 (1999).Google Scholar
  19. 19.
    S. Wattanasin and W. S. Murphy, Synthesis, 8, 647 (1980).CrossRefGoogle Scholar
  20. 20.
    A. Loupy, L. Perreux, M. Liagre, K. Burle, and M. Moneuse, Pure Appl. Chem., 73, 161 (2001).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • J. Safaei-Ghomi
    • 1
  • A. H. Bamoniri
    • 1
  • M. Soltanian-Telkabadi
    • 1
  1. 1.Department of Chemistry, Faculty of ScienceUniversity of KashanKashanI. R. Iran

Personalised recommendations