| Peer-Reviewed

Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst

Received: 10 April 2015    Accepted: 22 April 2015    Published: 28 April 2015
Views:       Downloads:
Abstract

Different Pyrazoline derivatives were synthesized by cyclization of substituted chalcone derivatives in presence of hydrazine hydrate. A series of novel 1,3,5-triaryl pyrazoline derivatives has been synthesized by the reaction of chalcone and phenylhydrazine in the presence of Silica-supported Preyssler Nanoparticles, H14[NaP5W30O110]/SiO2, Preyssler H14[NaP5W30O110] and Keggin heteropolyacids, H3PW12O40, H7[PMo8V4O40], H6[PMo9V3O40], H5[PMo10V2O40], H4[PMo11VO40], H3[PMo12O40] as catalyst under aqueous conditions is described. The best conditions were observed using Preyssler and Silica-supported Preyssler Nanoparticles as catalysts. The catalyst is recyclable and reusable. The structures of compounds obtained were determined by IR and 1H NMR spectra.

Published in American Journal of Heterocyclic Chemistry (Volume 1, Issue 1)
DOI 10.11648/j.ajhc.20150101.12
Page(s) 6-12
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Pyrazoline, Nanoparticles, Preyssler, Heteropolyacids, Catalyst, Synthesis

References
[1] R. H. Wiley, Ed.; “Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings; in the Chemistry of Heterocyclic Compounds;” Weissberger A, Ed.; Interscience Publishers: New York, 1967; Vol. 22, p 180.
[2] K. Suresh, B. Sandhya, D. Sushma., Recent Patents Anti-Infect Drug Discov. 2009, 4, 154.
[3] Z. A. Kaplancıklı, G. Turan-Zitouni, A. Özdemir, Phosphorus Sulfur Silicon Relat Elem. 2007, 182, 749.
[4] A. Özdemir, G. Turan-Zitouni, Z. A. Kaplancıklı, European Journal Med Chem. 2007, 42, 403.
[5] A. Özdemir, G. Turan-Zitouni, Z. A. Kaplancıklı, Journal Enzym Inhib Med Chem. 2010, 25, 565.
[6] G. Turan-Zitouni, A. Özdemir and K. Güven, Arch Pharm Pharm Med Chem. 2005, 338, 96.
[7] G. Turan-Zitouni, A. Özdemir and Z. A. Kaplancıklı, Phosphorus Sulfur Silicon Relat Elem. 2005, 180, 2717.
[8] B. A. Bhat, K. L. Dhar, S. C. Puri et al., Bioorg Med Chem Lett. 2005, 15, 3177.
[9] R. Chawla, U. Sahoo, A. Arora et al., Acta Pol Pharma Drug Res. 2010, 67, 51.
[10] R. Gupta, N. Gupta and A. Jain, Indian Journal Chem. 2010, 49B, 3, 351.
[11] A. Solankee, S. Lad, S. Solankee et al., Indian Journal Chem. 2009, 48B, 10, 1442.
[12] B. C. Revanasiddappa, R. Nagendr Rao, E . V. S. Subramaniyam, E-J Chem. 2010, 7, 295.
[13] A. Voskiene, V. Mickevicius and G. Mikulskiene, ARKIVOC. 2007, XV, 303 .
[14] S. Kataade, U. Phalgune, S. Biswas, et al., Indian Journal Chem. 2008, 47B, 6, 927.
[15] S. A. Al-Issa, N. A. L. Andis, Journal Saudi Chem Soc. 2005, 9, 687.
[16] A. Levai, J. Jeko, ARKIVOC. 2007, I, 134.
[17] D. G. Powers, D. S. Casebier, D. Fokas, Tetrahedron. 1998, 54, 4085.
[18] K. Kidwar, S. Kukreja and R. Thakur, Lett Org Chem. 2006, 3, 135.
[19] S. Wang, Z. Wang and Z. Zha, Dalton Trans. 2009, 9363.
[20] M. M. Heravi, S. Sajadi, H.A. Oskooie, R. H. Shoar and F. F. Bamoharram, Catal. Commun. 2008, 9, 470.
[21] H. Firouzabadi and A. A. Jafari, J. Iranian Chem. Soc. 2005, 2, 85.
[22] M. M. Heravi, R. Motamedi, N. Seifi and F. F. Bamoharram, J. Mol. Catal., 2006, 249, 1.
[23] C. R. Gorla, N. W. Emanetoglu, S. Liang,W. E. Mago, Y. Lu, M. Wraback and H. Shen, J. Appl. Phys. 1999, 85, 2595.
[24] J. Zhang and R. M. J. Dickson, Phys.Rev. Lett. 2004, 93, 077402.
[25] M. H. Alizadeh, S. P. Harmalker, Y. Jeannin, J. Martin-Frere, M. T. Pope, J. Am. Chem. Soc. 1985, 107, 2662.
[26] F. F. Bamoharram, M. M. Heravi, M. Roshani, M. Jahangir and A. Gharib, Appl. Catal. 2006, 302, 42.
[27] I. V. Kozhevnikov, Chem. Rev. 1998, 98, 171.
[28] F. F. Bamoharram, M. M. Heravi, M. Roshani, A. Gharib, M. Jahangir, J. Mol. Catal. A: Chem. 2006, 252, 90.
[29] G. A. Tsigdinos, C. Hallada, J. Inorg. Chem. 1968, 7, 437.
[30] Y. Mahha, A. Atlamsani, J. C. Blais, M. Tessier, J. M. Brégeault, L. Salles, J. Mol. Catal. A: Chem. 2005, 234, 63.
[31] Y. Ding, Q. Gao, G. Li, H. P. Zhang, J. M. Wang, L. Yan, J. S. Suo, J. Mol. Catal. A: Chem. 2004, 218, 161.
[32] a) M. Misono, Stud. Surf. Sci. Catal. 1993, 75, 69. b) M. Misono, Catal. Rev. Sci. Eng. 1987, 29, 269.
[33] M. Misono, N. Nojiri, Appl. Catal. 1990, 64, 1.
[34] T. Okuhara, N. Mizuno, M. Misono, Adv. Catal. 1996, 41, 113.
[35] I. V. Kozhevnikov, Appl. Catal. A: Gen. 2003, 256, 3.
[36] I. V. Kozhevnikov, K. I. Matveev, Appl. Catal. 1983, 5, 135.
[37] Pope M T, Heteropoly and Isopoly Oxometalates, Springer, Berlin, 1983.
[38] G. T. Baronetti, L. Briand, U. Sedran and H. Thomas, Appl Catal A: Gen. 1998, 172, 265.
Cite This Article
  • APA Style

    Ali Gharib, Nader Noroozi Pesyan, Leila Vojdani Fard, Mina Roshani. (2015). Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst. American Journal of Heterocyclic Chemistry, 1(1), 6-12. https://doi.org/10.11648/j.ajhc.20150101.12

    Copy | Download

    ACS Style

    Ali Gharib; Nader Noroozi Pesyan; Leila Vojdani Fard; Mina Roshani. Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst. Am. J. Heterocycl. Chem. 2015, 1(1), 6-12. doi: 10.11648/j.ajhc.20150101.12

    Copy | Download

    AMA Style

    Ali Gharib, Nader Noroozi Pesyan, Leila Vojdani Fard, Mina Roshani. Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst. Am J Heterocycl Chem. 2015;1(1):6-12. doi: 10.11648/j.ajhc.20150101.12

    Copy | Download

  • @article{10.11648/j.ajhc.20150101.12,
      author = {Ali Gharib and Nader Noroozi Pesyan and Leila Vojdani Fard and Mina Roshani},
      title = {Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst},
      journal = {American Journal of Heterocyclic Chemistry},
      volume = {1},
      number = {1},
      pages = {6-12},
      doi = {10.11648/j.ajhc.20150101.12},
      url = {https://doi.org/10.11648/j.ajhc.20150101.12},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20150101.12},
      abstract = {Different Pyrazoline derivatives were synthesized by cyclization of substituted chalcone derivatives in presence of hydrazine hydrate. A series of novel 1,3,5-triaryl pyrazoline derivatives has been synthesized by the reaction of chalcone and phenylhydrazine in the presence of Silica-supported Preyssler Nanoparticles, H14[NaP5W30O110]/SiO2, Preyssler H14[NaP5W30O110] and Keggin heteropolyacids, H3PW12O40, H7[PMo8V4O40], H6[PMo9V3O40], H5[PMo10V2O40], H4[PMo11VO40], H3[PMo12O40] as catalyst under aqueous conditions is described. The best conditions were observed using Preyssler and Silica-supported Preyssler Nanoparticles as catalysts. The catalyst is recyclable and reusable. The structures of compounds obtained were determined by IR and 1H NMR spectra.},
     year = {2015}
    }
    

    Copy | Download

  • TY  - JOUR
    T1  - Catalytical Synthesis of Pyrazolines Using Nanoparticles of Preyssler Heteropolyacid Supported on Nano-SiO2, H14[NaP5W30O110]/SiO2: A Green and Reusable Catalyst
    AU  - Ali Gharib
    AU  - Nader Noroozi Pesyan
    AU  - Leila Vojdani Fard
    AU  - Mina Roshani
    Y1  - 2015/04/28
    PY  - 2015
    N1  - https://doi.org/10.11648/j.ajhc.20150101.12
    DO  - 10.11648/j.ajhc.20150101.12
    T2  - American Journal of Heterocyclic Chemistry
    JF  - American Journal of Heterocyclic Chemistry
    JO  - American Journal of Heterocyclic Chemistry
    SP  - 6
    EP  - 12
    PB  - Science Publishing Group
    SN  - 2575-5722
    UR  - https://doi.org/10.11648/j.ajhc.20150101.12
    AB  - Different Pyrazoline derivatives were synthesized by cyclization of substituted chalcone derivatives in presence of hydrazine hydrate. A series of novel 1,3,5-triaryl pyrazoline derivatives has been synthesized by the reaction of chalcone and phenylhydrazine in the presence of Silica-supported Preyssler Nanoparticles, H14[NaP5W30O110]/SiO2, Preyssler H14[NaP5W30O110] and Keggin heteropolyacids, H3PW12O40, H7[PMo8V4O40], H6[PMo9V3O40], H5[PMo10V2O40], H4[PMo11VO40], H3[PMo12O40] as catalyst under aqueous conditions is described. The best conditions were observed using Preyssler and Silica-supported Preyssler Nanoparticles as catalysts. The catalyst is recyclable and reusable. The structures of compounds obtained were determined by IR and 1H NMR spectra.
    VL  - 1
    IS  - 1
    ER  - 

    Copy | Download

Author Information
  • Department of Chemistry, Islamic Azad University, Mashhad, Iran

  • Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran

  • Education Ministry, Education Organization of Razavi Khorasan, Mashhad, Iran

  • Department of Chemistry, Islamic Azad University, Mashhad, Iran

  • Sections