Facile and convenient synthesis of pyrimidine, 4H-3,1-benzoxazin-4-one, pyrazolo[5,1-b]quinazoline, pyrido[1,2-a]quinazoline, and chromeno[3',4 ' :4,5]pyrido[1,2-a]quinazoline derivatives

Facile and convenient synthesis of pyrimidine, 4H-3,1-benzoxazin-4-one, pyrazolo[5,1-b]quinazoline, pyrido[1,2-a]quinazoline, and chromeno[3',4 ' :4,5]pyrido[1,2-a]quinazoline derivatives

A convenient synthesis of a series of pyrimidine, 4H-3,1-benzoxazin-4-one, pyrazolo[5,1- b]quinazoline, pyrido[1,2-a]quinazoline, and chromeno[3',4 ':4,5]pyrido[1,2-a]quinazoline derivatives, via the reactions of versatile and readily accessible methyl 2-(2-cyanoacetamido)benzoate (1) with the appropriate reagents, is described here.

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  • 1. Xue, S.; McKenna, J.; Shieh, W. C.; Repi, O. C. J. Org. Chem. 2004, 69, 6474-6477.
  • 2. Honkanen, E.; Pippuri, A.; Kairisalo, P.; Nore, P.; Karppanen, H.; Paakkari, I. J. Med. Chem. 1983, 26, 1433-1438.
  • 3. Zhou, Y.; Murphy, D. E.; Sun, Z.; Gregor, V. E. Tetrahedron Lett. 2004, 45, 8049-8051.
  • 4. Panneerselvam, P.; Pradeep, C. R. V.; Sridhar, S. K. Indian J. Pharm. Sci. 2003, 65, 268-273.
  • 5. Refaie, F.M.; Esmat, A. Y.;Gawad, S. M. A.; Ibrahim, A.M.; Mohamed, M. A. Lipids Health Dis. 2005, 4, 22-32.
  • 6. Habib, N. S.; Ismail, K. A.; El-Tombary, A. A.; Abdel-Aziem, T. Pharmazie 2000, 55, 495-502.
  • 7. Jessy, E. M.; Sambanthan, A. T.; Alex, J.; Sridevi, C. H.; Srinivasan, K. K. Indian J. Pharm. Sci. 2007, 69, 476-478.
  • 8. Alagarsamy, V.; Solomon, V. R.; Dhanabal, K. Bioorgan. Med. Chem. 2007, 15, 235-241.
  • 9. Georgey, H. H.; Abdel-Gawad, N.; Abbas, S. Molecules 2008, 13, 2557-2569.
  • 10. Guan, L. P.; Jin, Q. H.; Tian, G. R.; Chai, K. Y.; Quan, Z. S. J. Pharm. Sci. 2007, 10, 254-262.
  • 11. Abbas, S. E. S. Bull. Fac. Pharm. Cairo Uni. 2007, 45, 119-129.
  • 12. Malawska, B. Curr. Top. Med. Chem. 2005, 5, 69-85.
  • 13. Archana, K.; Srivastava, V. K.; Kumar, A. Bioorgan. Med. Chem. 2004, 12, 1257-1264.
  • 14. Li, J.; Meng, Y.; Liu, Y.; Feng, Z.; Chen, X. Invest. New Drugs 2010, 28, 132-138.
  • 15. Chandrika, P. M.; Yakaiah, T.; Rao, A. R. R.; Narsaiah, B.; Reddy, N. C.; Sridhar, V.; Rao, J. V. Eur. J. Med. Chem. 2008, 43, 846-852.
  • 16. Foote, K. M.; Mortlock, A. A.; Heron, N. M.; Jung, F. H.; Hill, G. B.; Pasquet, G.; Brady, M. C.; Green, S.; Heaton, S. P.; Kearney, S.; Keen, N. J.; Odedra, R.; Wedge, S. R.; Wilkinson, R. W. Bioorg. Med. Chem. Lett. 2008, 18, 1904-1909.
  • 17. Cao, S. L.; Feng, Y. P.; Jiang, Y. Y.; Liu, S. Y.; Ding, G.Y.; Li, R. T. Bioorg. Med. Chem. Lett. 2005, 15, 1915-1917.
  • 18. Al-Omary, F. A. M.; Abou-Zeid, L. A.; Nagi, M. N.; Habib, E. E.; Abdel-Aziz, A. A. M.; El-Azab, A. S.; Abdel- Hamide, S. G.; Al-Omar, M. A.; Al-Obaid, A. M.; El-Subbagh, H. I. Bioorgan. Med. Chem. 2010, 18, 2849-2863.
  • 19. Bondock, S.; Rabie, R.; Etman, H. A.; Fadda, A. A. Eur. J. Med. Chem. 2008, 43, 2122-2129.
  • 20. Bondock, S.; Fadaly, W.; Metwally, M. A. Eur. J. Med. Chem. 2009, 44, 4813-4818.
  • 21. Fadda, A. A.; Bondock, S.; Rabie, R.; Etman, H. A. Turkish J. Chem. 2008, 32, 259-286.
  • 22. Bondock, S.; Fadaly, W.; Metwally, M. A. Eur. J. Med. Chem. 2010, 45, 3692-3701.
  • 23. Ammar, Y. A.; Aly, M. M.; Mohamed, Y. A.; Al-Sehemi, A.G.; Salem, M.A.; El-Gaby, M. S. A. Phosphorus, Sulfur, Silicon 2008, 183, 1710-1721.
  • 24. Ammar, Y. A.; Thabet, H. Kh.; Aly, M. M.; Mohamed, Y. A.; Ismail, M. A.; Salem, M. A. Phosphorus, Sulfur, Silicon 2010, 185, 743-753.
  • 25. Helal, M. H.; El-Hag Ali, G. A. M.; Ali, A. A.; Ammar, Y. A. J. Chem. Res. 2010, 465-469.
  • 26. El-Hag Ali, G. A. M.; Helal, M. H.; Mohamed, Y. A.; Ali, A. A.; Ammar, Y. A. J. Chem. Res. 2010, 459-464.
  • 27. Ukrainets, I. V.; Taran, S. G.; Bezugly, P. A.; Kovalenko, S. N.; Turov, A. V.; Marusenko, N. A. Khim. Geterotsikl. Soedin. 1993, 1223-1226.
  • 28. Kumar, H.; Chandhary, R. P. J. Chem. Pharm. Res. 2010, 2, 667-672.
  • 29. Pal, R.; Handa, R. N.; Pujari, H. K. Indian J. Chem. Soc. 1992, 31B, 771-777.
  • 30. Mladenovi´c, M.; Vukovi´c, N.; Sukdolak, S.; Soluji´c, S. Molecules 2010, 15, 4294-4308.
  • 31. Mladenovi´c, M.; Vukovi´c, N.; Niciforovi´c, N.; Sukdolak, S.; Soluji´c, S. Molecules 2009, 14, 1495-1512.
  • 32. Nawrot, M. J.; Nawrot E.; Graczyk, J. Eur. J. Med. Chem. 2006, 41, 1301-1308
  • 33. Nandgaonkar, R. G.; Ingke, V. N. Asian J. Chem. 2005, 17, 2016-2023
  • 34. Bylov, I. E.; Vasylyev, M. V.; Bilokin, Y. V. Eur. J. Med. Chem. 1999, 34, 997-1001.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
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Facile and convenient synthesis of pyrimidine, 4H-3,1-benzoxazin-4-one, pyrazolo[5,1-b]quinazoline, pyrido[1,2-a]quinazoline, and chromeno[3' ,4' :4,5]pyrido[1,2-a]quinazoline derivatives

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Arsenic and antimony determination in refined and unrefined table salts by means of hydride generation atomic absorption spectrometry--comparison of sample decomposition and determination methods

Nur AKSUNER, Vedia Nüket TİRTOM, Emür HENDEN