High speed synthesis of pyrazolones using microwave-assisted neat reaction technology

Journal of the Brazilian Chemical Society

Volumn 19, Issue 6, 2008, Pages 1207-1214

  Pal, Sarbani ^a   Mareddy, Jyoti ^a   Devi, Nalla Suneetha ^a  

^a MNR Degree and PG College   (India)

Author keywords

Hydrazine; Microwave; Pyrazolone; keto ester

Indexed keywords

EID: 49749145602     PISSN: 01035053     EISSN: 16784790     Source Type: Journal    
DOI: 10.1590/S0103-50532008000600023     Document Type: Article

References (39)

1. Kees, K. L.; Fitzgerald, Jr. J. J.; Steiner, K. E.; Mattes, J. F.; Mihan, B.; Tosi, T.; Mondoro, D.; McCalebr, M. L.; J. Med. Chem. 1996, 39, 3920.
2. Education in Chemistry July 2005 - Feature - Pain relief: from coal tar to paracetamol, http://www.rsc.org/Education/EiC/issues/2005July/painrelief.asp, acessed in December 2007.
3. Goder, K.; Zur Einführung synthetischer Schlafmittel in die Medizinim 19. Jahrhundert, Marburger Schriften zur Medizingeschichte; Lang Verlag: Frankfurt/M., Bern, New York, vol. 18, 1985.
4. Watanabe, T.; Yuki, S.; Egawa, M.; Nishi, H.; J. Pharmacol. Exp. Ther. 1994, 268, 1597.
5. Kawai, H.; Nakai, H.; Suga, M.; Yuki, S.; Watanabe, T.; Saito, K. L; J. Pharmacol. Exp. Ther. 1997, 281, 921.
6. Kimata, A.; Nakagawa, H.; Ohyama, R.; Fukuuchi, T.; Ohia, S.; Suzuki, T.; Miyata, N.; J. Med. Chem. 2007, 50, 5053.
7. Pericherla, S.; Mareddy, J.; D. P., Geetha Rani; Gollapudi, P. V.; Pal, S.; J. Braz. Chem Soc. 2007, 18, 384;
8. Pal, S.; Tetrahedron 2006, 62, 3171.
9. Pal, S.; Bindu, P.; Venna, P. R.; Dubey, P. K.; Lett. Org. Chem. 2007, 4, 292.
10. Jayaselli, J.; Cheemala, J. M. S.; Rani D. P. G.; Pal, S.; J. Braz. Chem. Soc. 2008, 19, 509;
11. Chakraborty, S.; Ghosh, S.; Cheemala, J. M. S.; Jayaselli, J.; Pal, S.; Mukherjee, A. K.; Z. Kristallogr. 2007, 222, 437.
12. Teruo, O.; Yoshio, K.; Hiroshi, M.; Hitoshi, Y.; Yoshito, A.; Hirokazu, T.; European Patent Application EP 0531901A2, March 17, 1993.
13. Faraci, W. S.; Welch, Jr., W. M.; US Patent Application US 6,005,109, December 21, 1999.
14. Elguero, J. In Comprehensive Heterocyclic Chemistry. K. T. Potts, Ed.; Pergamon Press: Oxford, 1984, vol. 5, p 167.
15. Selby, T. P.; Stevenson, T. M.; US Patent Application US 5,670,455, September 23, 1997.
16. Tietze, L. F.; Stteinmetz, A.; Balkenhohl, F.; Bioorg. Med. Chem. Lett. 1997, 7, 1303.
17. Flores, A. F. C.; Zanatta, N.; Rosa, A.; Brondani, S.; Martins, M. A. P.; Tetrahedron Lett. 2002, 43, 5005.
18. Tietze, L.; Steinmetz, A.; Synlett 1996, 667.
19. Wiley, R. H.; Wiley, P. Pyrazolones, Pyrazolidones and Derivatives; Interscience Publishers, A Division of John Wiley and Sons: New York, 1964.
20. Yamamoto, Y.; Shirakawa, N.; Takano, S.; Kawai, Y.; US Patent Application 5663365, September 02, 1997.
21. Kuffner, K.; Meier, E.; Glockner, H.; US Patent Application 3956311, May 11, 1976
22. Makhija, M. T.; Kasliwal, R. T.; Kulkarni, V. M.; Neamati, N.; Bioorg. Med. Chem. 2004, 12, 2317.
23. Ruiter, J. D.; Carter, D. A.; Avledge, W. S.; Sullivan, P. J.; J. Heterocycl Chem. 1987, 24, 149;
24. Phadtane, S. K.; Kamat, S. K.; Panse, G. T.; Indian J. Chem. 1980, 19B, 212;
25. Khan, M. A.; Cosenza, A. G.; J. Heterocycl. Chem. 1982, 19, 1077;
26. Katritzky, A. R.; Barczynski, P.; Ostercamp, D. L.; J. Chem. Soc., Perkin Trans. 1987, 2, 969.
27. Verma, R. S.; Green Chem. 1999, 1, 43.
28. Kidwai, M.; Mothsra, P.; Ind. J. Chem. Sec. B 2006, 4573, 2330.
29. Pal, S.; Khan, M. A.; Bindu, P.; Dubey, P. K. ; Beilstein J. Org. Chem. 2007, 3, 35.
30. Mojtahedi, M. M.; Jalali, M. R.; Abaee, M. S.; Bolourtchian, M.; Heterocyclic Commun. 2006, 12, 225. We thank one of the reviewer for bringing this report to our notice.
31. Duan, X. M.; Fan, M. L.; Zheng, P. W.; Li, J. S.; Huang, P. M.; Acta Crystallogr., Sect. E: Struct. Rep. Online 2006, E62, o2019.
32. Katritzky, A. R., Barczynski, P.; Ostercamp, D. L.; J. Chem. Soc., Perkin Trans. 1987, 2, 969.
33. rd ed., Jones & Bartlett Publishers: Boston, 2004, ch. 12, pp 571.
34. Pavlov, P.; Goleneva, A. F.; Lesnov, A. E.; Prokhorova, T. S.; Pharm. Chem. J. 1998, 32, 370.
35. Chande, M. S.; Barve, P. A.; Suryanarayan, V.; J. Heterocycl. Chem. 2007, 44, 49.
36. Omar, M. T.; Synthesis 1981, 742.
37. Jung, J.-C.; Watkins, E. B.; Avery, M. A.; Tetrahedron 2002, 58, 3639.
38. Rajendran, G.; Asian J. Chem. 1999, 11, 153.
39. De, S. C.; Dutt, N. C.; J. Indian Chem. Soc. 1928, 5, 459.