تعداد نشریات | 418 |
تعداد شمارهها | 10,003 |
تعداد مقالات | 83,617 |
تعداد مشاهده مقاله | 78,264,856 |
تعداد دریافت فایل اصل مقاله | 55,320,169 |
Synthesis of Some New Functionalized Quinoxaline Derivatives Using Choline Chloride: 2 ZnCl2 as a Reusable Catalyst | ||
Journal of Applied Chemical Research | ||
دوره 17، شماره 3، مهر 2023، صفحه 69-81 اصل مقاله (761.38 K) | ||
نوع مقاله: Original Article | ||
نویسندگان | ||
Faezeh Azarkar1؛ Hossein Behmadi* 1؛ Ali Eshaghi2؛ Seyed Mahdi Saadati3 | ||
1Department of Chemistry, Faculty of Sciences, Mashhad Branch, Islamic Azad University,Mashhad, Iran. | ||
2Department of Buiology, Faculty of Sciences, Mashhad Branch, Islamic Azad University,Mashhad, Iran | ||
3Department of Chemistry, Faculty of Sciences, Bojnourd Branch, Islamic Azad University,Bojnourd, Iran. | ||
چکیده | ||
A novel and simple way to synthesize quinoxaline derivatives bearing functional group moieties in a one-pot reaction from o-phenylenediamine and benzil derivatives in the presence of Choline chloride:2 ZnCl2 as a green and reusable catalyst is described. The products were characterized by using FT-IR, 1H-NMR, 13C-NMR, and comparing the melting points with authentic samples. The reaction was followed by the nucleophilic addition mechanism in which the catalyst polarizes, and promotes the carbonyl groups. The catalyst used was presented with several advantages, including easy preparation, low price, high stability, proper reusability, easy separation, purification from the reaction mixture, and an outstanding yield of quinoxaline derivatives under a suitable temperature and reaction time in a non-toxic solvent. | ||
کلیدواژهها | ||
Deep-Eutectic Solvent؛ Quinoxaline؛ Benzil؛ Functional groups. | ||
مراجع | ||
1. F. Xu, G. Cheng, H. Hao, Y. Wang, W. Xu, D. Chen, D. Peng, Z. Liu, Z. Yuan, M.Dai, Front. Microbiol., 7, 1948 (2016). 2. M. El-Atawy, E. Hamed, M. Alhadi, A. Omar, Molecules, 24 (22), 4198 (2019). 3. M. Montana, V. Montero, O. Khoumeri, P. Vanelle, Molecules, 25, 25122784 (2020). 4. D.K. Pandey, T. Devadoss, N. Modak, R. Mahesh, Indian J. Med. Res., 44, 614 (2016). 5. G. Rajamanickam, J. Selvaraj, S. Selvaraj, T. Rajendran, M.M.R. Serkar, J. Chem. Pharm.Sci., 8, 655 (2015). 6. S.K. Lin, Molecules, 1, 37 (1996). 7. X. Hui, J. Desrivot, C. Bories, P.M. Loiseau, X. Franck, R. Hocquemiller, B. Figadère,Bioorg. Med. Chem. Lett., 16, 815 (2006). 8. D.P. Singh, S.R. Hashim, R.G. Singh, Int. J. Drug Dev. Res., 2, 810 (2010). 9. T. Laabaissi, F. Benhiba, M. Missioui, Z. Rouifi, M. Rbaa, H. Oudda, A. Guenbour,Heliyon, 6, 03939 (2020). 10. P.F. Frigerio, L.H. Tagle, F.R. Diaz, Polymer, 22, 1571 (1981). 11. A.P. Kulkarni, Y. Zhu, S.A. Jenekhe, Macromolecules, 38, 1553 (2005). 12. H. Khatoon, E. Abdulmalek, Molecules, 26, 1055 (2021). 13. M. Soleymani, M. Chegeni, Curr. Org. Chem., 23, 1789 (2019). 14. K. Watanabe, H. Oguri, H. Oikawa, Curr. Opin. Chem. Biol., 13, 189 (2009). 15. M.R. Islami, Z. Hassani, ARKIVOC, XV, 280 (2008). 16. D. Aparicio, O.A. Attanasi, P. Filippone, R. Ignacio, S. Lillini, F. Mantellini, F. Palacios, J.M.D.L. Santos, J. Org. Chem., 71, 5897 (2006). 17. H.M. Meshram, G.S. Kumar, P. Ramesh, B.C. Reddy, Tetrahedron Lett., 51, 2580(2010). 18. S. Antoniotti, E. Duñach, Tetrahedron Lett., 43, 3971 (2002). 19. A. Mulik, D. Chandam, P. Patil, D. Patil, S. Jagdale, M. Deshmukh, J. Mol. Liq.,179, 104(2013). 20. D. Villemin, B. Martin, Syn. Comm., 25, 2319 (1995). 21. A.Kumara, T.M. Dhameliya, K. Sharma, K.A.Patel, R.V.Hirani, A.J. Bhatt, J. Mol.Struct., 1259, 132732 (2022). 22. A. Hasaninejad, A. Zare, M. Shekouhy, A.R. Moosavi-Zare, E-J. Chem., 6, S247 (2009). 23. B. Malek, I. Bahammou, O. Zimou, A. El Hallaoui, R. Ghailane, S. Boukhris, A. E. Souizi,J. Turk. Chem. Soc. Sect. A Chem., 7, 427 (2020). 24. Z. An, M. Wu, J. Ni, Z. Qi, G. Yu, R. Yan, L.B. Zhao, Chem. Commun., 53, 11572 (2017). 25. R. Sharma, C. Sharma, Catal. Commun., 12, 327 (2011). 26. A. Shaabani, A.H. Rezayan, M. Behnam, M. Heidary, Comptes Rendus Chim., 12, 1249(2009). 27. J.J. Cai, J. Zou, X.-Q. Pan, W.G. Zhang, Tetrahedron Lett., 49, 7386 (2008). 28. M.D. Argyle, C.H. Bartholomew, Catalysts, 5, 145 (2015). 29. K.N. Marsh, A. Deer, A.C-T. Wu, E. Tran, A. Klamt, Korean Chem. Eng., 19, 357 (2002). 30. D.A. Alonso, A. Baeza, R. Chinchilla, G. Guillena, I.M. Pastor, D.J. Ramón, Eur. J. Org.Chem., 2016, 612 (2016). 31. E.L. Smith, A.P. Abbott, K.S. Ryder, Chem. Rev., 114, 11060 (2014). 32. G. Nithya, C.C. Kanakam, R. Sudha, V. Vanitha, Int. J. Chem. Biomed. Sci., 1, 25 (2015). 33. H. Kinger, W. Martinoff, Annalen, 389, 232 (1912). 34. Y. Zou, H. Xu, G. Wu., Z. Jiang, S. Chen, Y. Huang, W. Huang, X. Wei, J. Phys. Chem.B, 113, 2066 (2009). 35. S. Sajjadifar, S. Miri, Int. J. Chemtech. Res., 6, 5433 (2014). 36. S. Sajjadifar, M.A. Zolfigol, S.A. Mirshokraie, S. Miri, O. Louie, E. Rezaee Nezhad, S. Karimian, G. Darvishi, E. Donyadari, S. Farahmand, Am. J. Org. Chem., 2, 97 (2012). 37. B.B. Popatkar, G.A. Meshram, Heterocycles, 100, 1009 (2020). 38. G. Mohammadi Ziarani, A. Badiei, M. Haddadpour, Int. J. Chem., 3, 87 (2011). 39. A. Sadeghinia, H. Mighani, Chem. Method., 4, 115 (2020). 40. H. Mighani, M. Ghaemy, Chinese J. Polym. Sci., 28, 147 (2010). 41. M. Ghaemy, H. Behmadi, J. Appl. Polym. Sci., 107, 4021 (2008). 42. M. Ghaemy, R. Alizadeh, H. Behmadi, Eur. Polym. J., 45, 3108 (2009). 43. W. Liu, X. Luo, Y. Bao, Y.P. Liu, G.H. Ning, I. Abdelwahab, L. Li, C.T. Nai, Z.G. Hu,D. Zhao, B. Liu, S.Y. Quek, K.P. Loh, Nat. Chem., 9, 563 (2017). 44. M.A. Andrade, L.M.D.R.S. Martins, Molecules, 25, 5506 (2009). 45.C.G. Frost, P. Mendonça, J. Chem. Soc., Perkin Trans. 1, 16, 2615 (1998). 46. R. Dorel, C.P. Gurgel, A.M. Haydl, Angew. Chem. Int. Ed., 58, 17118 (2019). | ||
آمار تعداد مشاهده مقاله: 47 تعداد دریافت فایل اصل مقاله: 109 |