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Vol. 34 No. 4 (2022): Vol 34 Issue 4, 2022

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An Efficient and One Pot Synthesis of 2,4,5-Trisubstituted Imidazole Derivatives Catalyzed by Silver Nanoparticles

https://doi.org/10.14233/ajchem.2022.23589
S.M. Bagwan
Maulana Azad Research Center, Maulana Azad College, Aurangabad-431001, India
Mohamad Asif
Department of Chemistry, Maulana Azad College, Aurangabad-431001, India

Corresponding Author(s) : S.M. Bagwan

bagwanshahabaj@gmail.com

Asian Journal of Chemistry, Vol. 34 No. 4 (2022): Vol 34 Issue 4, 2022

Abstract

Silver nanoparticles (AgNPs) have been used as an excellent and highly efficient catalyst for one pot synthesis of 2,4,5-trisubstituted imidazole derivatives in presence of ethanol as a solvent. This synthetic route involves multicomponent reaction of benzil, substituted aromatic aldehydes and ammonium acetate under reflux. The synthesized silver nanoparticles were characterized by UV-visible spectroscopy (UV-visible), X-ray diffraction (XRD) pattern, scanning electronic microscope (SEM) analysis. The process was simple and environmentally benign with high to excellent yield. The methods provides several advantages such as simple operation, clean reaction profile, short reaction time and high yield of product. The synthesized silver nanoparticles as catalyst was non-toxic, eco-friendly, low cost and green synthetic method.

Keywords

Benzil Substituted benzaldehyde Ammonium acetate Silver nanoparticles
Bagwan, S., & Asif, M. (2022). An Efficient and One Pot Synthesis of 2,4,5-Trisubstituted Imidazole Derivatives Catalyzed by Silver Nanoparticles. Asian Journal of Chemistry, 34(4), 889–893. https://doi.org/10.14233/ajchem.2022.23589
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References
  1. M. Kumar, D. Kumar and D.V. Raj, Curr. Synth. Syst. Biol., 5, 1000135 (2017); https://doi.org/10.4172/2332-0737.1000135
  2. N. Georgiou, V.K. Gkalpinos, S.D. Katsakos, S. Vassiliou, A.G. Tzakos and T. Mavromoustakos, Molecules, 26, 2927 (2021); https://doi.org/10.3390/molecules26102927
  3. S. Chauhan, V. Verma, D. Kumar and A. Kumar, Synth. Commun., 49, 1427 (2019); https://doi.org/10.1080/00397911.2019.1600192
  4. S.M. Abdellatif Soliman, M.F. Sanad and A.E. Shalan, RSC Adv., 11, 11541 (2021); https://doi.org/10.1039/D1RA01874D
  5. S.C. Tsay, S.Y. Lin, W.C. Huang, M.G. Hsu, K.C. Hwang, C.C. Lin, J.C. Horng, I.C. Chen, J.R. Hwu, F.K. Shieh, P. Leyssen and J. Neyts, Molecules, 21, 228 (2016); https://doi.org/10.3390/molecules21020228
  6. Z.W. Li, C.Y. Zhong, X.R. Wang, S.N. Li, C.Y. Pan, X. Wang and X.Y. Sun, Molecules, 25, 4293 (2020); https://doi.org/10.3390/molecules25184293
  7. M. Sánchez-Moreno, F. Gómez-Contreras, P. Navarro, C. Marín, I. Ramírez-Macías, F. Olmo, A.M. Sanz, L. Campayo, C. Cano and M.J.R. Yunta, J. Antimicrob. Chemother., 67, 387 (2012); https://doi.org/10.1093/jac/dkr480
  8. A.A. Marzouk, A.K.A. Bass, M.S. Ahmed, A.A. Abdelhamid, Y.A.M.M. Elshaier, A.M.M. Salman and O.M. Aly, Bioorg. Chem., 101, 104020 (2020); https://doi.org/10.1016/j.bioorg.2020.104020
  9. S. Kerscher-Hack, T. Renukappa-Gutke, G. Höfner and K.T. Wanner, Eur. J. Med. Chem., 124, 852 (2016); https://doi.org/10.1016/j.ejmech.2016.09.012
  10. S.C. Yavuz, S. Akkoc and E. Saripinar, Synth. Commun., 49, 3198 (2019); https://doi.org/10.1080/00397911.2019.1661481
  11. K. Galczynska, K. Ciepluch, L. Madej, K. Kurdziel, B. Maciejewska, Z. Drulis-Kawa, A. Wêgierek-Ciuk, A. Lankoff and M. Arabski, Sci. Rep., 9, 9777 (2019); https://doi.org/10.1038/s41598-019-46224-6
  12. P. Sharma, C. LaRosa, J. Antwi, R. Govindarajan and K.A. Werbovetz, Molecules, 26, 4213 (2021); https://doi.org/10.3390/molecules26144213
  13. P.M. Sable and L.C. Potey, Pharm. Chem. J., 52, 438 (2018); https://doi.org/10.1007/s11094-018-1836 z
  14. H. Sarkarzadeh, R. Miri, O. Firuzi, M. Amini, N. Razzaghi-Asl, N. Edraki and A. Shafiee, Arch. Pharm. Res., 36, 436 (2013); https://doi.org/10.1007/s12272-013-0032-7
  15. D. Parwani, S. Bhattacharya, A. Rathore, C. Mallick, V. Asati, S. Agarwal, V. Rajoriya, R. Das and S.K. Kashaw, Mini Rev. Med. Chem., 21, 643 (2021); https://doi.org/10.2174/1389557520666201102094401
  16. F.D. Altindag, B.N. Saglik, U. Acar Çevik, I. Isikdag, Y. Özkay and H.K. Gençer, Phosphorus Sulfur Silicon Rel. Elem., 194, 887 (2019); https://doi.org/10.1080/10426507.2019.1565761
  17. A.K. Singh, S.K. Tekale, M.F. Diwan, M. Farooqui and R.K. Pardeshi, Chem. Biol. Interact., 8, 351 (2018).
  18. D. Osmaniye, B. Kaya Cavusoglu, B. Saglik, S. Levent, U. Acar Cevik, O. Atli, Y. Ozkay and Z. Kaplancikli, Molecules, 23, 831 (2018); https://doi.org/10.3390/molecules23040831
  19. G.S. Andrei, B.F. Andrei and P.R. Roxana, Mini Rev. Med. Chem., 21, 1380 (2021); https://doi.org/10.2174/1389557520999201209213648
  20. C. Bamoro, F. Bamba, K.T.D. Steve-Evanes, V. Aurélie and C. Vincent, Open J. Med. Chem., 11, 17 (2021); https://doi.org/10.4236/ojmc.2021.112002
  21. C.S. Shantharam, M. Swaroopa, N. Darshini, N. Mallesha and K.P. Rakesh, Biochem. Anal. Biochem., 6, 314 (2017); https://doi.org/10.4172/2161-1009.1000314
  22. I. Ahsan, K.K. Sharma, A. Sharma, S.A. Khan and U. Khan, Der Pharma Chem., 6, 320 (2014).
  23. A. Siwach and P.K. Verma, BMC Chem., 15, 12 (2021); https://doi.org/10.1186/s13065-020-00730-1
  24. P.A. Nikitina, N.I. Bormotov, L.N. Shishkina, A.Y. Tikhonov and V.P. Perevalov, Russ. Chem. Bull., 68, 634 (2019); https://doi.org/10.1007/s11172-019-2467-6
  25. L. Liu, Y. Hu, J. Lu and G. Wang, Virus Res., 263, 112 (2019); https://doi.org/10.1016/j.virusres.2019.01.009
  26. J.-H. Choi, N. Abe, H. Tanaka, K. Fushimi, Y. Nishina, A. Morita, Y. Kiriiwa, R. Motohashi, D. Hashizume, H. Koshino and H. Kawagishi, J. Agric. Food Chem., 58, 9956 (2010); https://doi.org/10.1021/jf101619a
  27. T. Scior, D. M. Domeyer, K. Cuanalo-Contreras and S. A. Laufer, Curr. Med. Chem., 18, 1526 (2011); https://doi.org/10.2174/092986711795328409
  28. A.K. Takle, M.J.B. Brown, S. Davies, D.K. Dean, G. Francis, A. Gaiba, A.W. Hird, F.D. King, P.J. Lovell, A. Naylor, A.D. Reith, J.G. Steadman and D.M. Wilson, Bioorg. Med. Chem. Lett., 16, 378 (2006); https://doi.org/10.1016/j.bmcl.2005.09.072
  29. L.L. Chang, K.L. Sidler, M.A. Cascieri, S. de Laszlo, G. Koch, B. Li, M. MacCoss, N. Mantlo, S. O’Keefe, M. Pang, A. Rolando and W.K. Hagmann, Bioorg. Med. Chem. Lett., 11, 2549 (2001); https://doi.org/10.1016/S0960-894X(01)00498-X
  30. M.Y. Wani, A.R. Bhat, A. Azam, F. Athar and A.J.F.N. Sobral, MedChemComm, 7, 982 (2016); https://doi.org/10.1039/C6MD00013D
  31. B. Radziszewski, Ber. Dtsch. Chem. Ges., 15, 1493 (1882); https://doi.org/10.1002/cber.18820150207
  32. F.R. Japp and H.H. Robinson, Ber. Dtsch. Chem. Ges., 15, 1268 (1882); https://doi.org/10.1002/cber.188201501272
  33. B. Maleki, H. Keshvari Shirvan, F. Taimazi and E. Akbarzadeh, Int. J. Org. Chem., 2, 93 (2012); https://doi.org/10.4236/ijoc.2012.21015
  34. E. Rajanarendar, K. Rama Murthy and M. Nagi Reddy, Indian J. Chem., 50B, 926 (2011).
  35. S. Damavandi and R. Sandaroos, Arab. J. Chem., 9, 1138 (2016); https://doi.org/10.1016/j.arabjc.2011.12.004
  36. M. Driowya, R. Guillot, P. Bonnet and G. Guillaumet, Front Chem., 7, 457 (2019); https://doi.org/10.3389/fchem.2019.00457
  37. T.T. Nguyen and N.T.S. Phan, Catal. Lett., 144, 1877 (2014); https://doi.org/10.1007/s10562-014-1355-9
  38. A. Khorramabadi-zad, M. Azadmanesh and S. Mohammadi, S. Afr. J. Chem., 66, 244 (2013).
  39. N.R. Penumati, L. Rajaka and N. Kommu, Synth. Commun., 46, 367 (2016); https://doi.org/10.1080/00397911.2016.1139721
  40. M. Alikarami and M. Amozad, Bull. Chem. Soc. Ethiop., 31, 177 (2017); https://doi.org/10.4314/bcse.v31i1.16
  41. A.Z. Al Munsur, H.N. Roy and M.K. Imon, Arab. J. Chem., 13, 8807 (2020); https://doi.org/10.1016/j.arabjc.2020.10.010
  42. M. Kalhor, S. Samiei and S.A. Mirshokraei, Green Chem. Lett. Rev., 14, 500 (2021); https://doi.org/10.1080/17518253.2021.1943005
  43. B. Karami, R. Ferdosian and K. Eskandari, J. Chem. Res., 38, 41 (2014); https://doi.org/10.3184/174751914X13863406090407
  44. Z. Varzi, M.S. Esmaeili, R. Taheri-Ledari and A. Maleki, Inorg. Chem. Commun., 125, 108465 (2021); https://doi.org/10.1016/j.inoche.2021.108465
  45. P. Ezhilmathi, K. Thirumalai, M. Swaminathan and K. Krishnasamy, J. Nanosci. Nanotechnol., 19, 8163 (2019); https://doi.org/10.1166/jnn.2019.16863
  46. S. Otari, R. Patil, N. Nadaf, S.J. Ghosh and S.H. Pawar, Mater. Lett., 72, 92 (2012); https://doi.org/10.1016/j.matlet.2011.12.109
  47. G. Tailor, B.L. Yadav, J. Chaudhary, M. Joshi and C. Suvalka, Biochem. Biophys. Rep., 24, 100848 (2020); https://doi.org/10.1016/j.bbrep.2020.100848
  48. G. Singhal, R. Bhavesh, K. Kasariya, A.R. Sharma and R.P. Singh, J. Nanopart. Res., 13, 2981 (2011); https://doi.org/10.1007/s11051-010-0193-y
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