Skip to main content
SpringerLink
Log in

Nano-Fe3O4@SiO2–TiCl3 as a novel nano-magnetic catalyst for the synthesis of 4H-pyrimido[2,1-b]benzothiazoles

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Fe3O4@SiO2–TiCl3 NPs, a novel core shell catalyst, was synthesized via preparing Fe3O4@SiO2 as a magnetic support followed by treatment with titanium tetrachloride (TiCl4). The structure, morphology and magnetic properties of this catalyst were recognized by different techniques including Fourier transform infrared spectroscopy, field emission scanning electron microscopy, X-ray diffraction, vibrating sample magnetometry as well as thermo-gravimetric analysis. To consider the catalytic activity of this magnetic catalyst, it was used in a multicomponent reaction between 2-aminobenzothiazole, aldehydes and ethyl acetoacetate to synthesize 4H-pyrimido[2,1-b]benzothiazole derivatives. Our results indicated that the compounds were synthesized with high yield and purity in a short reaction time. Furthermore, the obtained results indicated that this catalyst can be reused for at least three times without no significant change in the efficiency.

Graphical Abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Scheme 2

Similar content being viewed by others

References

  1. Y.D. Gong, T. Lee, J. Comb. Chem. 12, 393 (2010)

    Article  CAS  PubMed  Google Scholar 

  2. S. Seth, Antiinflamm. Antiallergy Agents Med. Chem. 14, 98 (2015)

    Article  CAS  PubMed  Google Scholar 

  3. P. Chander Sharma, K. Kumar Bansal, A. Deep, M. Pathak, Curr. Top. Med. Chem. 17, 208 (2017)

    Article  CAS  Google Scholar 

  4. M.T. Gabr, N.S. El-Gohary, E.R. El-Bendary, M.M. El-Kerdawy, Eur. J. Med. Chem. 85, 576 (2014)

    Article  CAS  PubMed  Google Scholar 

  5. S. Nalawade, V. Deshmukh, S. Chaudhari, J. Pharm. Res. 7, 433 (2013)

    CAS  Google Scholar 

  6. M.S. Chaitanya, G. Nagendrappa, V.P. Vaidya, J. Chem. Pharm. Res. 2, 206 (2010)

    CAS  Google Scholar 

  7. S. Azad, B.F. Mirjalili, RSC Adv. 6, 96928 (2016)

    Article  CAS  Google Scholar 

  8. S. Azad, B.F. Mirjalili, Res. Chem. Intermed. 43, 1723 (2016)

    Article  CAS  Google Scholar 

  9. M. N. Bhoi, M. A. Borad, E. A. Pithawala, H.D. Patel, Arab. J. Chem. (2016) (in press)

  10. M. Kour, S. Paul, J.H. Clark, V.K. Gupta, R. Kant, J. Mol. Catal. A: Chem. 411, 299 (2016)

    Article  CAS  Google Scholar 

  11. P.K. Sahu, P.K. Sahu, S.K. Gupta, D.D. Agarwal, Ind. Eng. Chem. Res. 53, 2085 (2014)

    Article  CAS  Google Scholar 

  12. M.M. Heravi, E. Hashemi, Y.S. Beheshtiha, K. Kamjou, M. Toolabi, N. Hosseintash, J. Mol. Catal. A: Chem. 392, 173 (2014)

    Article  CAS  Google Scholar 

  13. A.B. Atar, Y.S. Jeong, Y.T. Jeong, Tetrahedron 70, 5207 (2014)

    Article  CAS  Google Scholar 

  14. L. Nagarapu, H.K. Gaikwad, J.D. Palem, R. Venkatesh, R. Bantu, B. Sridhar, Synth. Commun. 43, 93 (2013)

    Article  CAS  Google Scholar 

  15. P.K. Sahu, P.K. Sahu, R. Jain, R. Yadav, D.D. Agarwal, Catal. Sci. Technol. 2, 2465 (2012)

    CAS  Google Scholar 

  16. P.K. Sahu, P.K. Sahu, J. Lal, D. Thavaselvam, D.D. Agarwal, Med. Chem. Res. 21, 3826 (2012)

    Article  CAS  Google Scholar 

  17. A. Shaabani, A. Rahmati, S. Naderi, Bioorg. Med. Chem. Lett. 15, 5553 (2005)

    Article  CAS  PubMed  Google Scholar 

  18. F.P. Ma, P.H. Li, B.L. Li, L.P. Mo, N. Liu, H.J. Kang, Y.N. Liu, Z.H. Zhang, Appl. Catal. A 457, 34 (2013)

    Article  CAS  Google Scholar 

  19. V. Polshettiwar, R. Luque, A. Fihri, H. Zhu, M. Bouhrara, J.M. Basset, Chem. Rev. 111, 3036 (2011)

    Article  CAS  PubMed  Google Scholar 

  20. R. Hudson, V. Chazelle, M. Bateman, R. Roy, C.J. Li, A. Moores, A.C.S. Sustain, Chem. Eng. 3, 814 (2015)

    CAS  Google Scholar 

  21. R.B. Nasir Baig, R.S. Varma, Ind. Eng. Chem. Res. 53, 18625 (2014)

    Article  CAS  Google Scholar 

  22. J. Safari, L. Javadian, RSC Adv. 4, 48973 (2014)

    Article  CAS  Google Scholar 

  23. D. Wang, D. Astruc, Chem. Rev. 114, 6949 (2014)

    Article  CAS  PubMed  Google Scholar 

  24. T.K.H. Ta, M.T. Trinh, N.V. Long, T.T.M. Nguyen, T.L.T. Nguyen, T.L. Thuoc, B.T. Phan, D. Mott, S. Maenosono, H. Tran-Van, Colloids Surf. A: Physicochem. Eng. Asp. 504, 376 (2016)

    Article  CAS  Google Scholar 

  25. K. Khoshnevisan, M. Barkhi, D. Zare, D. Davoodi, M. Tabatabaei, Synth. React. Inorg. Met.-Org. Chem. 42, 644 (2012)

    Article  CAS  Google Scholar 

  26. V.A.J. Silva, P.L. Andrade, M.P.C. Silva, L.D.L.S. Valladares, J.A. Aguiar, J. Magn. Magn. Mater. 343, 138 (2013)

    Article  CAS  Google Scholar 

  27. S. Zhang, H. Niu, Z. Hu, Y. Cai, Y. Shi, J. Chromatogr. A 1217, 4757 (2010)

    Article  CAS  PubMed  Google Scholar 

  28. B.Y. Chen, J.H. Qiu, H.X. Feng, Int. J. Miner. Metall. Mater. 23, 234 (2016)

    Article  CAS  Google Scholar 

  29. M. Liu, H. Jin, E. Uchaker, Z. Xie, Y. Wang, G. Cao, S. Hou, J. Li, Nanotechnology 28, 155603 (2017)

    Article  PubMed  CAS  Google Scholar 

  30. A.M. Jubb, H.C. Allen, A.C.S. Appl, Mater. Interfaces. 2, 2804 (2010)

    Article  CAS  Google Scholar 

  31. A. Alizadeh, M.M. Khodaei, M. Beygzadeh, D. Kordestani, M. Feyzi, Bull. Korean Chem. Soc. 33, 2546 (2012)

    Article  CAS  Google Scholar 

  32. M.S. Moorthy, Y. Oh, S. Bharathiraja, P. Manivasagan, T. Rajarathinam, B. Jang, T.T.V. Phan, H. Jang, J. Oh, RSC Adv. 6, 110444 (2016)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The Research Council of Yazd University is gratefully acknowledged for the financial support for this work.

Author information

Authors and Affiliations

  1. Department of Chemistry, College of Science, Yazd University, P.O. Box 89195-741, Yazd, Islamic Republic of Iran

    Seyede Azita Fazeli-Attar & Bi Bi Fatemeh Mirjalili

Authors
  1. Seyede Azita Fazeli-Attar
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Bi Bi Fatemeh Mirjalili
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Bi Bi Fatemeh Mirjalili.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Electronic supplementary material 1 (DOCX 3410 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Fazeli-Attar, S.A., Mirjalili, B.B.F. Nano-Fe3O4@SiO2–TiCl3 as a novel nano-magnetic catalyst for the synthesis of 4H-pyrimido[2,1-b]benzothiazoles. Res Chem Intermed 44, 6419–6430 (2018). https://doi.org/10.1007/s11164-018-3498-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-018-3498-6

Keywords

Search

Navigation