Document Type : Research Paper

Authors

1 Department of Chemistry ,College of Science , University of Anbar

2 Faculty of Medicine , University of Fallujah

Abstract

This study includes the preparation of some heterocyclic compounds compact of the Pyrazole, work is done in three steps. First step, treatment of acetophenone derivatives with DMF-DMA for the preparation of the first compound (2E)-1-( R phenyl)-3-(dimethylamino)prop-2-en-1-one , (R) is one of the derivatives used for acetophenone (R = Br, NH2 ). The second step, treatment of benzaldehyde derivatives with hydrazine to prepare the second compound in the series (1E) - (R benzylidene) hydrazine, where (R) is one of the derivatives used for benzaldehyde to get the Shiff bases. And the third step, treatment of the first step products with the products of the second step. Each product from the first step gives us a series of Pyrazole compounds with its reaction with products of the second step interaction after the other. Thus, we can bring a number of compounds, the sum of the first step products multiplied by the products of the second step. The third-step reaction is a ring-blocking reaction to form a combined heterogeneous ring of Pyrazole. Finally, characterization these compounds with infrared spectra, NMR spectrum and mass spectrometry.

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Main Subjects

  1. Kleeman, A.; Engel, J.; Kutscher, B.; Reichert, D. Pharmaceutical Substances, 3rd Ed.; George Thieme: Stuttgart, New York, NY, 1999, 1190.
  2. Theodoridis, G. In Modern Crop Protection Compounds; Kramer, W.; Schirmer, U., Eds.; Wiley-VCH: Weinheim, 2007; 153.
  3. Kees, K. L.; Fitzgerald, J. J. Jr.; Steiner, K. E.; Mattes, J. F.; Mihan, B.; Tosi, T.; Mondoro, D.; McCaleb, M. L. J. Med. Chem. 1996, 39, 3920.
  4. Menozzi, G.; Mosti, L.; Schenone, P.; D'Amico, M.; Falciani, M.; Filippelli, W. Farmaco. 1994, 49, 115.
  5. Ochi, T.; Jobo Magari, K.; Yonezawa, A.; Matsumori, K.; Fujii , T. Eur. J. Pharmacol. 1999, 365, 259. J.; Shu, V. J. Med. Chem. 1982, 25, 1482.
  6. Souza, F. R.; Souza, V. T.; Ratzlaff, V.; Borges, L. P.; Oliveira, M. R.; Bonacorso, H. G.; Zanatta, N.; Martins, M. A; Mello, C. F. Eur. J. Pharmacol. 2002, 451, 141.
  7. Soliman, R.; Habib, N. S.; Ashour, F. A.; el-Taiebi, M. Boll. Chim. Farm. 2001, 140, 140.
  8.  Premkumar, T.; Govindarajan, S. World J. Microb. Biot. 2005, 21, 479.
  9. Nicolai, E.; Cure, G.; Goyard, J.; Kirchner, M.; Teulon, J. M.; Versigny, A.; Cazes, M.; Virone-Oddos, A.; Caussade, F.; Cloarec, A. Chem. Pharm. Bull. 1994, 42, 1617.
  10. Bailey, D. M.; Hansen, P. E.; Hlavac, A. G.; Baizman, E. R.; Pearl, J.; DeFelice, A. F.; Feigenson, M. E. J. Med. Chem. 1985, 28, 256.
  11. Schallner, O.; Heinz, K. H.; Karl, K. J. Ger. Offen DE, 1997, 19615259; Chem. Abstr. 1997, 127, 346387.
  12. Elkholy, Y. M.; Erian, A. W.; Elassar, A. A. Pig. Resin Technol. 1993, 25, 4.
  13. Krygowski, T. M.; Anulewicz, R.; Cyrafiski, M. K.; Puchala, A.; Rasata, D. Tetrahedron, 1998, 54, 12295.
  14. Behr, L. C.; Fusco, R.; Jarboe, C. H., the Chemistry of Heterocyclic Chemistry: Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings; Wiley & Sons: London, 1967.
  15. Gosselin, F.; O Shea, P.D.; Webster, R.A.; Reamer, R.A.; Tillyer, R.D.; Grabowski, E .J.; J. Synlett. 2006, 3267-3270.
  16. Khalil A.M.; M. Berghot, M.A. Gouda, Eur. J. Med. Chem. 44 (2009) 4448–4454.
  17. Mahmoud M.J.; Z.M. Al-Rnbaiy, R.K. Al-Kubaisy, M.M. Al-Najafi and H.M.Al-Jumaily, IBN- AL-HAITHHAM. J. for pure and Appl. Sci., vol.17 (1), pp.103-110, 2004.
  18. F. Q. He, X. H. Liu, B. L. Wang, and Z. M. Li, Heteroatom Chem., 2008, 19, 21.
  19. Amer. F. A.; M. Hammouda, A. S. El-Ahl, and B. F. Abdelwahab, J. Chin. Chem. Soc., 2007, 54, 1543.
  20. Komarova. E. S.; V. A. Makarov, G. V. Alekseeva, and V. G. Granik, Russian Chem. Bull. Int. Ed., 2006, 55, 735.