Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Kinetic Studies on the Aminolysis of 2-(p-Substitutedbenzoyl)-4,5-dichloropyridazin-3-ones

  • Hwang, Jae-Young (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University) ;
  • Hwang, Young (Department of Chemistry, Education and Research Institute of Natural Science, Gyeongsang National University) ;
  • Yang, Ki-Yull (Department of Chemistry, Education and Research Institute of Natural Science, Gyeongsang National University) ;
  • Yoon, Yong-Jin (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University) ;
  • Koo, In-Sun (Department of Chemistry, Education and Research Institute of Natural Science, Gyeongsang National University)
  • Published : 2009.11.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Green, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; Wiley: New York, 1999; p 494.
  2. Mulzer, J. In Comprehensive Organic Synthesis, Vol. 6; Trost, B. M.; Fleming, I., Eds.; Pergman: Oxford, 1991; p 323
  3. Vogel, A. Practical Organic Chemistry; Longman Scientific & Technical and Wiley: New York, 1989; p 708
  4. Kang, Y. J.; Chung, H.-A.; Kim, J. J.; Yoon, Y. J. Synthesis 2002, 733
  5. Smith, M. B.; March, J. March's Advanced Organic Organic Chemistry, 5th ed; Wiley: New York, 2001; p 506 https://doi.org/10.1246/bcsj.50.718
  6. Staab, H. A.; Walther, G. Angev. Chem. 1960, 72, 35. https://doi.org/10.1002/jhet.5570360142
  7. Itho, M.; Hagiwara, D.; Kamiya, T. Bull. Chem. Soc. Jpn. 1977, 50, 718. https://doi.org/10.1002/jhet.5570420302
  8. Murahashi, S.-I.; Naota, T.; Saito, E. JU. J. Am. Chem. Soc. 1986, 108, 7846. https://doi.org/10.1016/j.tet.2005.03.138
  9. Katritzky, A. R.; Chang, H. X. Synthesis 1995, 503. https://doi.org/10.5012/bkcs.2007.28.8.1363
  10. Katritzky, A. R.; Yang, B.; Semenzin, D. J. Org. Chem. 1997, 62, 726. https://doi.org/10.1021/jo961537r
  11. Katritzky, A. R.; He, H.-Y.; Suzuki, K. J. Org. Chem. 2000, 65, 8210. https://doi.org/10.1021/jo000792f
  12. Wakasugi, K.; Nakamura, A.; Tanabe, Y. Terahedron Lett. 2001, 42, 7427 https://doi.org/10.1021/jo9814905
  13. Chung, H.-A.; Kang, Y. J.; Chung, J. W.; Cho, S. D.; Yoon, Y. J. J. Heterocycl. Chem. 1999, 36, 277. https://doi.org/10.5012/bkcs.2006.27.5.733
  14. Chung, H.-A.; Kang, Y. J.; Chung, J. W.; Kweon, D. H.; Yoon, Y. J. J. Heterocycl. Chem. 1999, 36, 413 https://doi.org/10.1002/jhet.5570360213
  15. Kim, S. K.; Kweon, D. H.; Cho, S. D.; Kang, Y. J.; Park, K. H.; Lee, S. G. Yoon, Y. J. J. Heterocycl. Chem. 2005, 42, 353 https://doi.org/10.1002/jhet.5570420302
  16. Kim, S. K.; Kweon, D. H.; Cho, S. D.; Kim, H. K.; Jung, E. Y.; Lee, S. G.; Falck, J. R.; Yoon, Y. J. Tetrahedron 2005, 61, 5889 https://doi.org/10.1016/j.tet.2005.03.138
  17. Yoon, Y. J.; Koo, I. S.; Park, J. K. Bull. Korean Chem. Soc. 2007, 28, 1363 https://doi.org/10.5012/bkcs.2005.26.12.1981
  18. Oh, H. K.; Yang, J. H.; Sung, D. D.; Lee, I. J. Chem. Soc. Perkin Trans. 2 2000, 101.
  19. Oh, H. K.; Kim, T. S.; Lee, H. W.; Lee, I. J. Chem. Soc. Perkin Trans. 2 2002, 282.
  20. Oh, H. K.; Yang, J. H.; Hwang, Y. H.; Lee, H. W.; Lee, I. Bull. Korean Chem. Soc. 2002, 23, 221. https://doi.org/10.5012/bkcs.2002.23.2.221
  21. Oh, H. K.; Yang, J. H.; Lee, H. W.; Lee, I. J. Org. Chem. 2000, 65, 2188 https://doi.org/10.1021/jo991823d
  22. Lee, I. Adv. Phys. Org. Chem. 1992, 27, 57.
  23. Lee, I. Chem. Soc. Rev. 1990, 19, 317. https://doi.org/10.1039/cs9901900317
  24. Jeong, K. S.; Oh, H. K. Bull. Korean Chem. Soc. 2009, 30, 253. https://doi.org/10.5012/bkcs.2009.30.1.253
  25. Park, S. Y.; Oh, H. K. Bull. Korean Chem. Soc. 2009, 30, 749. https://doi.org/10.5012/bkcs.2009.30.3.749
  26. Koh, H. J.; Shpan'Ko, I. V.; Lee, I. Bull. Korean Chem. Soc. 1994, 15, 502
  27. Koh, H. J.; Han, K. L.; Lee, H. W.; Lee, I. J. Org. Chem. 1998, 63, 9834 https://doi.org/10.1021/jo9814905
  28. Hwang, J.; Yang, K.; Koo, I. S.; Sung, D. S.; Lee, I. Bull. Korean Chem. Soc. 2006, 27, 733 https://doi.org/10.5012/bkcs.2006.27.5.733
  29. Ritchie, C. D. In Solute-Solvent Interactions; Coetzee, J. F.; Ritchie, C. D., Eds.; Marcel Dekker: New York, 1969; Chapter 4.
  30. Coetzee, J. F. Progress in Physical Organic Chemistry; Streitwieser, A., Jr.; Taft, R. W., Eds.; Wiley: New York, 1967; Vol. 4, pp 54-92.
  31. Spillane, W. J.; Hogan, G.; McGrath, P.; King, J.; Brack, C. J. Chem. Soc., Perkin Trans. 2 1996, 2099.
  32. Lee, I.; Kim, C. K.; Han, I. S.; Lee, H. W.; Kim, W. K.; Kim, Y. B. J. Phys. Chem. B 1999, 103, 7302 https://doi.org/10.1021/jp991115w
  33. Lee, I.; Sohn, S. C.; Lee, B. C.; Song, H. B. Bull Korean Chem. Soc. 1983, 4, 218.
  34. Lee, I.; Lee, H. W.; Sohn, S. C.; Kim, C. S. Tetrahedron 1985, 41, 2635 https://doi.org/10.1016/S0040-4020(01)96365-3
  35. Lee, I.; Choi, Y. H.; Lee, H. W. J. Chem. Soc. Perkin Trans. 2 1988, 1537
  36. Shin, G.-C.; Hwang, J.; Yang, K.; Koo, I. S.; Lee, I. Bull. Korean Chem. Soc. 2005, 26, 1981 https://doi.org/10.5012/bkcs.2005.26.12.1981

Cited by

  1. Rapid and Ecofriendly Esterification of Alcohols with 2-Acylpyridazinones vol.34, pp.11, 2013, https://doi.org/10.5012/bkcs.2013.34.11.3410
  2. Synthesis and antiplasmodial evaluation of aziridine–(iso)quinoline hybrids and their ring-opening products vol.4, pp.4, 2013, https://doi.org/10.1039/c3md20377h
  3. Regiochemistry in Reaction of 4,5-Dichloro-2-cyanopyridazin-3(2H)-one with Nucleophiles vol.31, pp.4, 2009, https://doi.org/10.5012/bkcs.2010.31.04.1061
  4. Recent Progress in the Chemistry of Pyridazinones for Functional Group Transformations vol.83, pp.1, 2009, https://doi.org/10.1021/acs.joc.7b02481