Skip to main content

Advertisement

SpringerLink
Log in

Investigation the catalytic activity of nanofibrillated and nanobacterial cellulose sulfuric acid in synthesis of dihydropyrimidoquinolinetriones

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

Abstract

Two novel types of nanocellulose-based catalyst, viz. nanofibrillated cellulose sulfuric acid (s-NFC) and nanobacterial cellulose sulfuric acid (s-BC), were prepared by a simple method and characterized by Fourier-transform infrared spectroscopy, transmission electron microscopy, field-emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction anlaysis, and nitrogen adsorption measurements. The catalytic activity of these two bio-based solid acid catalysts was examined in a one-pot, four-component coupling reaction of barbituric acid, dimedone, aryl aldehydes, and (hetero)aromatic amines in refluxing ethanol. The results confirmed that s-BC promoted the speed of the mentioned reaction more than s-NFC. The recovery and reusability of the degradable nanostructures showed that they could be used in at least three runs without loss of activity.

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 1

Similar content being viewed by others

References

  1. W. Chen, H. Yu, Y. Liu, P. Chen, M. Zhang, Y. Hai, Carbohyd. Polym. 83, 1804 (2011)

    Article  CAS  Google Scholar 

  2. S.Y. Lee, D.J. Mohan, I.A. Kang, G.H. Doh, S. Lee, S.O. Han, Fiber. Polym. 10, 77 (2009)

    Article  CAS  Google Scholar 

  3. A. Rahmatpour, React. Funct. Polym. 71, 80 (2011)

    Article  CAS  Google Scholar 

  4. N.Y. Baran, T. Baran, A. Mentes, Appl. Catal. A-Gen. 531, 36 (2017)

    Article  CAS  Google Scholar 

  5. R.H. Vekariya, H.D. Patel, ARKIVOC 1, 136 (2015)

    Google Scholar 

  6. A. Zonouzi, Z. Izakian, K. Abdi, S.W. Ng, Helv. Chim. Acta 99, 355 (2016)

    Article  CAS  Google Scholar 

  7. S. Maddila, M. Momin, P. Lavanya, C.V. Rao, J. Saudi Chem. Soc. 20, 173 (2016)

    Article  CAS  Google Scholar 

  8. S.M. Gomha, S.M. Riyadh, J. Braz. Chem. Soc. 26, 916 (2015)

    CAS  Google Scholar 

  9. K.Y. Lee, T. Tammelin, K. Schulfter, H. Kiiskinen, J. Samela, A. Bismarck, ACS Appl. Mater. Interfaces 4, 4078 (2012)

    Article  CAS  PubMed  Google Scholar 

  10. C. Wu, W. Lu, G. Zhang, R. Yuan, X. Xiong, J. Zhang, Mater. Chem. A 1, 8645 (2013)

    Article  CAS  Google Scholar 

  11. X. Wu, C. Lu, Z. Zhou, G. Yuan, R. Xiong, X. Zhang, Environ. Sci. NANO 1, 71 (2014)

    Article  CAS  Google Scholar 

  12. Y. Han, X. Wu, X. Zhang, Z. Zhou, C. Lu, ACS Sustain. Chem. Eng. 4, 6322 (2016)

    Article  CAS  Google Scholar 

  13. M.V.G. Zimmermann, C. Borsoi, A. Lavoratti, M. Zanini, A.J. Zattera, R.M.C. Santana, J. Reinf. Plast. Compos. 35, 628 (2016)

    Article  CAS  Google Scholar 

  14. M.B. Agustin, F. Nakatsubo, H. Yano, Cellulose 23, 451 (2016)

    Article  CAS  Google Scholar 

  15. K.Y. Lee, Y. Aitomaki, L.A. Berglund et al., Compos. Sci. Technol. 105, 15 (2014)

    Article  CAS  Google Scholar 

  16. I. Ugi, Isonitrile Chemistry (Academic, London, 1971)

    Google Scholar 

  17. R. Kaur, P. Kaur, S. Sharma, G. Singh, S. Mehndiratta, P.M.S. Bedi, K. Nepali, Recent Pat. Anticancer Drug. Discov. 10, 23 (2015)

    Article  CAS  PubMed  Google Scholar 

  18. N.A. Al-Masoudi, Y.A. March, J.J. Al-Ameri, D.S. Ali, Ch. Pannecouque, Chem. Biol. Inter. 6, 69 (2016)

    CAS  Google Scholar 

  19. W. Armarego, The Chemistry of Heterocyclic Compounds; Fused Pyrimidines (Wiley-Interscience, New York/London, 2009)

    Google Scholar 

  20. J.H. Lister, The Chemistry of Heterocyclic Compounds; Fused Pyrimidines; In The Purines (Wiley-Interscience, New York/London, 2009)

    Google Scholar 

  21. D.J. Brown, The Chemistry of Heterocyclic Compounds In The Pyrimidines, vol. 52 (Wiley-Interscience, New York, 2009)

    Google Scholar 

  22. A. Oliva, G. Zimmermann, H. W. Krell, International Patent WO 98/58925 (1998)

  23. J.P. De La Cruz, T. Carrasco, G. Ortega, F.S. De La Cousta, Lipids 27, 192 (1992)

    Article  PubMed  Google Scholar 

  24. Y.S. Sanghhvi, S.B. Larson, S.S. Matsumoto, J. Med. Chem. 32, 629 (1989)

    Article  Google Scholar 

  25. R.B. Tenser, A. Gaydos, K.A. Hay, Antimicrob. Agents Chemother. 45, 3657 (2001)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  26. A. Khalafi-Nezhad, F. Panahi, Synthesis 6, 0984 (2011)

    Article  CAS  Google Scholar 

  27. S.C. Jadhvar, H.M. Kasraliker, S.V. Goswami, S.R. Bhusare, World J. Pharm. Pharm. Sci. 4, 1106 (2016)

    Google Scholar 

  28. B. Sadeghi, M.H. Sowlat Tafti, J. Iran. Chem. Soc. 13, 1375 (2016)

    Article  CAS  Google Scholar 

  29. H. Yousefi, M. Mashkour, R. Yousefi, Cellulose 22, 1189 (2015)

    Article  CAS  Google Scholar 

  30. H. Yousefi, S. Hejazi, M. Mousavi, Y. Azusa, A.H. Heidari, Ind. Crops Prod. 43, 732 (2013)

    Article  CAS  Google Scholar 

  31. B. Liu, Z. Zhang, K. Huang, Cellulose 20, 2081 (2013)

    Article  CAS  Google Scholar 

  32. K.M. Hello, H.R. Hasan, M.H. Sauodi, Appl. Catal. A 475, 226 (2014)

    Article  CAS  Google Scholar 

  33. K.-Y. Lee, T. Tammelin, K. Schulfter, H. Kiiskinen, J. Samela, A. Bismarck, ACS Appl. Mater. Interface 4, 4078 (2012)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The researchers greatly appreciate the Research of Alzahra University for their financial support of this study.

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Physics and Chemistry, Alzahra University, Vanak, Tehran, 1993893973, Iran

    Kobra Nikoofar, Hannaneh Heidari & Yeganeh Shahedi

Authors
  1. Kobra Nikoofar
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Hannaneh Heidari
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yeganeh Shahedi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Kobra Nikoofar or Hannaneh Heidari.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nikoofar, K., Heidari, H. & Shahedi, Y. Investigation the catalytic activity of nanofibrillated and nanobacterial cellulose sulfuric acid in synthesis of dihydropyrimidoquinolinetriones. Res Chem Intermed 44, 4533–4546 (2018). https://doi.org/10.1007/s11164-018-3402-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-018-3402-4

Keywords

Search

Navigation