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Vol. 27 No. 10 (2015): Vol 27 Issue 10

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Synthesis of 5-Aryl-1-benzothiazolyl-3-ferrocenyl-2-pyrazoline by Condensation of Ferrocenyl Chalcones with 2-Hydrazinyl-benzothiazole

https://doi.org/10.14233/ajchem.2015.18959
Manman Liu
College of Chemistry and Materials, South-Central University for Nationalities, Wuhan 430074, P.R. China
Qian Liu
College of Chemistry and Materials, South-Central University for Nationalities, Wuhan 430074, P.R. China
Jian Zhang
College of Chemistry and Materials, South-Central University for Nationalities, Wuhan 430074, P.R. China

Corresponding Author(s) : Jian Zhang

jianzhangye@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 10 (2015): Vol 27 Issue 10

Abstract

Condensation reactions of chalcone containing ferrocene unit with 2-hydrazinyl-benzothiazole afforded five novel 5-aryl-1-benzothiazolyl-3-ferrocenyl-2-pyrazolines in alkaline solution. The efficiency of using NaOH as catalyst is higher than acetic acid or piperidine. The structures of these compounds 5a-e were confirmed by IR, 1H NMR and HRMS.

Keywords

Pyrazoline Dihydropyridine Ferrocene Catalysis
Liu, M., Liu, Q., & Zhang, J. (2015). Synthesis of 5-Aryl-1-benzothiazolyl-3-ferrocenyl-2-pyrazoline by Condensation of Ferrocenyl Chalcones with 2-Hydrazinyl-benzothiazole. Asian Journal of Chemistry, 27(10), 3753–3755. https://doi.org/10.14233/ajchem.2015.18959
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References
  1. J.O. Enlow, H. Jiang, J.T. Grant, K. Eyink, W. Su and T.J. Bunning, Polymer, 49, 4042 (2008); doi:10.1016/j.polymer.2008.07.013.
  2. E.J. Kwon and T.G. Lee, Appl. Surf. Sci., 254, 4732 (2008); doi:10.1016/j.apsusc.2008.01.081.
  3. W. Xia, Y. Li and W. Li, J. Organomet. Chem., 693, 3722 (2008); doi:10.1016/j.jorganchem.2008.09.016.
  4. M.M. Abd-Elzaher and I.A.I. Ali, Appl. Organomet. Chem., 20, 107 (2006); doi:10.1002/aoc.1016.
  5. C. Biot, W. Daher, N. Chavain, T. Fandeur, J. Khalife, D. Dive and E. De Clercq, J. Med. Chem., 49, 2845 (2006); doi:10.1021/jm0601856.
  6. C.L. Ferreira, C.B. Ewart, C.A. Barta, S. Little, V. Yardley, C. Martins, E. Polishchuk, P.J. Smith, J.R. Moss, M. Merkel, M.J. Adam and C. Orvig, Inorg. Chem., 45, 8414 (2006); doi:10.1021/ic061166p.
  7. A. Lévai and J. Jeko, J. Heterocycl. Chem., 43, 111 (2006); doi:10.1002/jhet.5570430117.
  8. A. Lévai and J. Jeko, Monatsh. Chem., 137, 339 (2006); doi:10.1007/s00706-006-0437-9.
  9. J. Elguero, in eds.: A.R. Katritzky, C.W. Rees and E.F. Scriven, Comprehensive Heterocyclic Chemistry II, Pergamon Press, Oxford, vol. 3, p. 1 (1996).
  10. P. Wang, N. Onozawa-Komatsuzaki, Y. Himeda, H. Sugihara, H. Arakawa and K. Kasuga, Tetrahedron Lett., 42, 9199 (2001); doi:10.1016/S0040-4039(01)01970-0.
  11. A. Léavai, J. Heterocycl. Chem., 39, 1 (2002); doi:10.1002/jhet.5570390101.
  12. F.F. Barsoum, H.M. Hosni and A.S. Girgis, Bioorg. Med. Chem., 14, 3929 (2006); doi:10.1016/j.bmc.2006.01.042.
  13. M. Amir, H. Kumar and S.A. Khan, Bioorg. Med. Chem. Lett., 18, 918 (2008); doi:10.1016/j.bmcl.2007.12.043.
  14. I.G. Rathish, K. Javed, S. Ahmad, S. Bano, M.S. Alam, K.K. Pillai, S. Singh and V. Bagchi, Bioorg. Med. Chem. Lett., 19, 255 (2009); doi:10.1016/j.bmcl.2008.10.105.
  15. F.F. Barsoum and A.S. Girgis, Eur. J. Med. Chem., 44, 2172 (2009); doi:10.1016/j.ejmech.2008.10.020.
  16. S. Khode, V. Maddi, P. Aragade, M. Palkar, P.K. Ronad, S. Mamledesai, A.H.M. Thippeswamy and D. Satyanarayana, Eur. J. Med. Chem., 44, 1682 (2009); doi:10.1016/j.ejmech.2008.09.020.
  17. M.E. Shoman, M. Abdel-Aziz, O.M. Aly, H.H. Farag and M.A. Morsy, Eur. J. Med. Chem., 44, 3068 (2009); doi:10.1016/j.ejmech.2008.07.008.
  18. X.Q. Wei, G. Yang, J.B. Cheng, Z.Y. Lu and M.G. Xie, Opt. Mater., 29, 936 (2007); doi:10.1016/j.optmat.2006.02.005.
  19. S. Pramanik, P. Banerjee, A. Sarkar, A. Mukherjee, K.K. Mahalanabis and S.C. Bhattacharya, Spectrochim. Acta A, 71, 1327 (2008); doi:10.1016/j.saa.2008.04.011.
  20. K. Shibata, I. Katsuyama, M. Matsui and H. Muramatsu, Bull. Chem. Soc. Jpn., 63, 3710 (1990); doi:10.1246/bcsj.63.3710.
  21. X. Wu, P. Wilairat and M.L. Go, Bioorg. Med. Chem. Lett., 12, 2299 (2002); doi:10.1016/S0960-894X(02)00430-4.
  22. S. Toma, Chemical Papers, 19, 703 (1965).
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