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Magnesium ferrichromate nanoparticles: an efficient and recyclable catalyst in the synthesis of pyrano[2,3-c]pyrazole derivatives

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Abstract

Magnetically separable magnesium ferrichromate nanoparticles (MgFeCrO4 NPs) were synthesized by aqueous combustion synthesis (ACS) using glycine as the fuel. The as-synthesized powder was characterized using XRD, FTIR, SEM–EDX and SQUID techniques. Rietveld refinement studies inferred the single-phase cubic structure of the nanoferrite. Using Williamson–Hall plot, the lattice strain and the crystallite size were evaluated. Small value of lattice strain is indicative of absence of strain in the crystal lattice. The M–O bonding at the tetrahedral as well as the octahedral position was confirmed by FTIR Spectroscopy. Morphological investigations demonstrated sphere-like nanostructures with 50–100 nm particle size using SEM. Absence of any impurity in the EDX spectrum suggests formation of extremely pure MgFeCrO4 NPs. The room temperature magnetization was studied using vibrating sample magnetometer, and the nanoferrite exhibits superparamagnetic behaviour. The pyrano[2,3-c]pyrazole derivatives were synthesized in water/ethanol solvent system using MgFeCrO4 NPs heterogenous catalyst. A very short reaction time, maximum yield, easy method of separation of product and environmentally safer and milder reaction conditions are some of the advantages of our work along with the retention of catalytic activity up to five cycles.

Graphic abstract

Synthesis of chromene derivatives using magnetically separable magnesium ferrichromate (MgFeCrO4).

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Data availability statement

The data that support the findings of this study are available on request from the corresponding author. The data are not publicly available due to privacy or ethical restrictions.

References

  1. F. Al-Assar, K.N. Zelenin, E.E. Lesiovskaya, I.P. Bezhan, B.A. Chakchir, Pharm. Chem. J. 36, 598 (2002)

    Article  CAS  Google Scholar 

  2. R.P. Jain, J.C. Vederas, Bio-org. Med. Chem. Lett. 14, 3655 (2004)

    Article  CAS  Google Scholar 

  3. T. Raj, R.K. Bhatia, A. Kapur, M. Sharma, A.K. Saxena, M.P. Ishar, Eur. J. Med. Chem. 2(45), 790 (2010)

    Article  Google Scholar 

  4. S.J. Mohr, M.A. Chirigos, F.S. Fuhrman, J.W. Pryor, Cancer Res. 35, 3750 (1975)

    CAS  PubMed  Google Scholar 

  5. M.T. Flavin, J.D. Rizzo, A. Khilevich, A. Kucherenko, A.K. Sheinkman, V. Vilaychack, L. Lin, W. Chen, E.M. Greenwood, T. Pengsuparp, J.M. Pezzuto, S.H. Hughes, T.M. Flavin, M. Cibulski, W.A. Boulanger, R.L. Shone, Xu ZQ. J. Med. Chem. 39, 1303 (1996)

    Article  CAS  PubMed  Google Scholar 

  6. A.G. Martinez, L. Marco, J. Bio org. Med. Chem. Lett. 7, 3165 (1997)

    Article  Google Scholar 

  7. L. Bonsignore, G. Loy, D. Secci, A. Calignano, Eur. J. Med. Chem. 28, 517 (1993)

    Article  CAS  Google Scholar 

  8. I.H. ElAzab, M. Youssef, M. Amin, Molecules 19, 19648 (2014)

    Article  Google Scholar 

  9. A. Shaabani, R. Ghadari, A. Sarvary, A.H. Rezayan, J. Org. Chem. 74, 4372 (2009)

    Article  CAS  PubMed  Google Scholar 

  10. M. Costa, T. Dias, A. Brito, F. Proenca, Eur. J. Med. Chem 123, 487 (2016)

    Article  CAS  PubMed  Google Scholar 

  11. M. Syamala, Org. Prep. Proceed. Int. 41(1), 1 (2009)

    Article  CAS  Google Scholar 

  12. R.W. Armstrong, A.P. Combs, P.A. Tempest, S.D. Brown, T.A. Keating, Acc. Chem. Res. 29, 123 (1996)

    Article  CAS  Google Scholar 

  13. S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 124, 11940 (2002)

    Article  CAS  PubMed  Google Scholar 

  14. H. Mehrabi, H. Abusaidi, J. Iran. Chem. Soc. 7(4), 890 (2010)

    Article  CAS  Google Scholar 

  15. S. Gowravaram, K. Arundhathi, K.B.S. Sudhakar, J.S. Yadav, Synth. Commun. 39, 433 (2009)

    Article  Google Scholar 

  16. M. Safaiee, M.A. Zolfigol, F. Afsharnadery, S. Baghery, RSC Adv. 5, 102340 (2015)

    Article  CAS  Google Scholar 

  17. M.G. Dekamin, M. Eslami, A. Maleki, Tetrahedron 69, 1074 (2013)

    Article  CAS  Google Scholar 

  18. S. Banerjee, A. Horn, H. Khatri, G.A. Sereda, Tetrahedron Lett. 52, 1878 (2011)

    Article  CAS  Google Scholar 

  19. R. Fareghi-Alamdari, N. Zekri, F. Mansouri, Res Chem Intermed. 43, 6537 (2017)

    Article  CAS  Google Scholar 

  20. H. Ahankar, A. Ramazani, K. Slepokura, T. Lis, J. Chem. 42, 719 (2018)

    CAS  Google Scholar 

  21. Y. Pourshojaei, F. Zolalal, K. Eskandari, M. Talebi, L. Morsali, M. Amiri, A. Khodadadi, R. Shamsimeymandi, E. Faghih-Mirzaei, A. Asadipour, J. Nanosci. 20, 3206 (2020)

    CAS  Google Scholar 

  22. J. Rajput, P. Arora, G. Kaur, M. Kaur, Ultrason Sonochem 26, 229 (2015)

    Article  CAS  PubMed  Google Scholar 

  23. Z. Zarnegar, J. Safari, J. Mol. Struc. 1072, 53 (2014)

    Article  Google Scholar 

  24. S. Rostamizadeh, N. Zekri, Res. Chem. Intermed. 42, 2329 (2016)

    Article  CAS  Google Scholar 

  25. K. Jangam, K. Patil, S. Balgude, S. Patange, P. More, J. Phys. Chem. Solids. 148, 109700 (2021)

    Article  CAS  Google Scholar 

  26. K. Jangam, K. Patil, S. Balgude, S. Patange, P. More, RSC Adv. 10, 42766 (2020)

    Article  CAS  Google Scholar 

  27. L. Weil, F. Bertaut, L. Bochirol, J. Phys. Radium. 11, 208 (1950)

    Article  CAS  Google Scholar 

  28. S.H. Lee, S.J. Yoon, G.J. Lee, H.S. Kim, C.H. Yo, K. Ahn, D.H. Lee, K.H. Kim, Mat. Chem. Phys. 61, 147 (1999)

    Article  CAS  Google Scholar 

  29. M.K. Fayek, S.S. Ata Allah, Phys. Stat. Sol. 198, 457 (2003).

  30. A. Gismelseed, A. Yousif, Phys. B 370, 215 (2005)

    Article  CAS  Google Scholar 

  31. R. Waldron, Phys. Rev. 99, 1727 (1955)

    Article  CAS  Google Scholar 

  32. B. Pourgolmohammad, S.M. Masoudpanah, M.R. Aboutalebi, Ceram. Int. 43(4), 3797 (2017)

    Article  CAS  Google Scholar 

  33. T. Slatineanu, A.R. Iordan, M.N. Palamaru, O.F. Caltun, V. Gafton, L. Leontie, Mater. Res. Bull. 46, 1455 (2011)

    Article  CAS  Google Scholar 

  34. W.B. Carpenter, J. A. Fournier, R. Biswas, G. A. Voth, and A. Tokmakoff , The Journal of Chemical Physics 147, 084503 (2017).

  35. S.K. Banerjee, W. O’Reilly, IEEE Trans. Magnets. 3, 463 (1966)

    Article  Google Scholar 

  36. W. Zheng, F. Gao, H. Gu, J. Magn. Mater. 288, 403 (2005)

    Article  CAS  Google Scholar 

  37. W.S. Mohamed, M. Alzaid, M.S.M. Abdelbaky, Z. Amghouz, Nanomaterials 9, 1602 (2019)

    Article  CAS  PubMed Central  Google Scholar 

  38. J.K. Oh, J.M. Park, Prog. Polym. Sci. 36, 168 (2011)

    Article  CAS  Google Scholar 

  39. R. Vekariya, K. Patel, H. Patel, Indian J. Chem. 57B, 576 (2018)

    CAS  Google Scholar 

  40. J. Zheng, Li. Yiqun. Mendeleev Commun. 280, 21 (2011)

    Google Scholar 

  41. S. Tekale, S. Kauthale, K. Jadhav, R. Pawar, J. Chem. (2013).

  42. H. Mecadon, M. Rohman, M. Rajbangshi, B. Myrboh, Tetrahedron Lett. 52, 2523 (2011)

    Article  CAS  Google Scholar 

  43. A. Atar, J. Kim, K. Lim, Y. Jeong, Synth. Commun. 44, 2679 (2014)

    Article  CAS  Google Scholar 

  44. M. Nasseri, S. Sadeghzadeh, Monatsh Chem. 144, 1551 (2013)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  45. M. Bakherad, A. Keivanloo, M. Gholizadeh, R. Doosti, M. Javanmardi, Res Chem Intermed 43, 1013 (2017)

    Article  CAS  Google Scholar 

  46. R. Guo, Z. An, L. Mo, S. Yang, H. Liu, S. Wang, Z. Zhang, Tetrahedron 9331, 69 (2013)

    Google Scholar 

  47. Q. Zhange, B. Liu, W. Chen, Q. Lin, X. Lin, Green Chem. 10, 972 (2008)

    Article  Google Scholar 

  48. K. Pradhan, S. Paul, A.R. Das, Catal. Sci. Technol. 4, 822 (2014)

    Article  CAS  Google Scholar 

  49. F. Moeinpour, A. Khojastehnezhad, Chinese Chem. Lett. 26(5), 575 (2015)

    Article  CAS  Google Scholar 

  50. F. Moeinpour, A. Khojastehnezhad, Arab. J. Chem. 10, 3468 (2017)

  51. H. Mecadon, R. Md Rumum, M. Rajbangshi, B. Myrboh, Tetrahedron Lett. 52, 2523 (2011)

  52. A. Siddekha, A. Nizam, M.A. Pasha, Spectrochim. Acta A. 81, 431 (2011)

    Article  CAS  Google Scholar 

  53. J.B. Gujar, M.A. Chaudhari, D.S. Kawade, M.S. Shingare, Tetrahedron Lett. 55, 6030 (2014)

    Article  CAS  Google Scholar 

  54. Y.A. Tayade, S.A. Padvi, Y.B. Wagh, D.S. Dalal, Tetrahedron Lett. 56(19), 2441 (2015)

    Article  CAS  Google Scholar 

  55. M. Bihani, P.P. Bora, G. Bez, H. Askari, A.C.S. Sustain, Chem. Eng. 1, 440 (2013)

    CAS  Google Scholar 

  56. H. Mecadon, H.; R. Rohman,Md.; I. Kharbangar, B. Laloo, I. Kharkongor, M. Rajbangshi B. Myrboh, Tetrahedron Lett. 52, 3228 (2011)

  57. K.S. Dalal, Y.A. Tayade, Y.B. Wagh, D.R. Trivedi, D.S. Dalal, B.L. Chaudhari, RSC Adv 6, 14868 (2016)

    Article  CAS  Google Scholar 

  58. P.P. Bora, M. Bihani, G. Bez, J. Mol Catal. B Enzym. 92, 24 (2013)

    Article  CAS  Google Scholar 

  59. M. R. Bhosle, L.D. Khillare, S.T. Dhumal, R.A. Mane Chinese Chem. Lett. 27, 370 (2016)

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Acknowledgements

The researchers are grateful to TIFR (Mumbai), SAIF (IIT Bombay) and Microanalytical Laboratory (University of Mumbai) for characterization assistance. PM is thankful to Dr. B. B. Sharma, Principal V. G. Vaze College for the infrastructure and laboratory facilities.

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It is a self-funded project.

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Authors and Affiliations

  1. Department of Chemistry, University of Mumbai, Santacruz, Mumbai, 400098, Maharashtra, India

    Ishita Yellapurkar, Sonal Bhabal & M. M. V. Ramana

  2. Department of Chemistry, K. E. T’s, Vinayak Ganesh Vaze College Autonomous , Mulund (E), Mumbai, Maharashtra, India

    Kundan Jangam, Vaibhav Salve & Paresh More

  3. Department of Physics, Shrikrishna Mahavidyalaya Gunjoti, Gunjoti, Maharashtra, India

    Sunil Patange

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  1. Ishita Yellapurkar
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  2. Sonal Bhabal
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Correspondence to Paresh More.

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Yellapurkar, I., Bhabal, S., Ramana, M.M.V. et al. Magnesium ferrichromate nanoparticles: an efficient and recyclable catalyst in the synthesis of pyrano[2,3-c]pyrazole derivatives. Res Chem Intermed 47, 2669–2687 (2021). https://doi.org/10.1007/s11164-021-04435-5

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