تعداد نشریات | 418 |
تعداد شمارهها | 10,004 |
تعداد مقالات | 83,629 |
تعداد مشاهده مقاله | 78,548,065 |
تعداد دریافت فایل اصل مقاله | 55,629,374 |
Sucrose catalyzes synthesis of 2-amino-4H-chromene: Insight to the kinetics | ||
Iranian Journal of Catalysis | ||
مقاله 11، دوره 5، شماره 1، خرداد 2015، صفحه 79-87 اصل مقاله (1015.46 K) | ||
نوع مقاله: Articles | ||
نویسندگان | ||
Sayeydmosatfa Habibi-Khorassani* 1؛ Malek Taher Maghsoodlou2؛ Mehdi Shahraki2؛ Mohammad Ali Poorshamsoddin2؛ Mahsa Karima2؛ Maliheh Abbasi2 | ||
1Department of Chemistry Faculty of Science University of Sistan and Baluchestan Zahedan, Iran P.O. Box: 98135-674 | ||
2Department of Chemistry Faculty of Science University of Sistan and Baluchestan Zahedan, Iran P.O. Box: 98135-674 | ||
چکیده | ||
Sucrose is applied as an efficient catalyst for the three-component reaction consisting of aromatic aldehydes, malononitrile and resorcinol in a mixture of water and ethanol media as green solvents. The advantages of this method are excellent yeild, inexpensive catalyst and more environmentally friendly. Mechanistic insight into the synthesis of 2-amino-4H-chromene included spectral kinetics approaches is revealed. From the temperature, concentration and solvent studies, the activation energy (Ea=102 kJmol-1) and the related kinetic parameters (ΔGǂ=41 kJmol-1, ΔSǂ=195 Jmol-1 and ΔHǂ=99 kJ mol-1) are calculated. The first step of proposed mechanism is recognized as a rate-determining step (k1) and this is confirmed based upon the steady-state approximation. | ||
کلیدواژهها | ||
sucrose؛ Catalyst؛ Kinetics؛ Mechanism؛ Chromene derivatives | ||
مراجع | ||
[1] Q. Ren, W.Y. Siau, Z. Du, K. Zhang, J. Wang, Chem. Eur. J. 17 (2011) 7781–7785. [2] M.R. Naimi-Jamal, S. Mashkouri, A. Sharifi, Mol. Diversity 14 (2010) 473-477. [3] R.R. Kumar, S. Perumal, P. Senthilkumar, P. Yogeeswari, D. Sriram, Bioorg. Med. Chem. Lett. 17 (2007) 6459-6462. [4] V.A. Osyanin, D.V. Osipov, Y. N. Klimochkin, Tetrahedron. 68 (2012) 5612-5618. [5] W.O. Foye, Principi Di Chemico Farmaceutica, Piccin Padova, Italy, 1991, p. 416. [6] P. Valenti, A. Bisi, A. Rampa, F. Belluti, S. Gobbi, A. Zampiron, M. Carrara, Bioorg. Med. Chem. 8 (2000) 239-246. [7] S.M. Kupchan, Y. Komoda, W.A. Court, G.J. Thomas, R.M. Smith, A. Karim, C.J. Gilmore, R.C. Haltivanger, R.F. Bryan, J. Am. Chem. Soc. 94 (1972) 1354-1356. [8] M.M. Heravi, B. Baghernejad, H.A. Oskooie, J. Chin. Chem. Soc. 55 (2008) 659-662. [9] W. Kemnitzer, S. Kasibhatla, S. Jiang, H. Zhang, J. Zhao, S. Jia, L. Xu, C.C. Grundy, R. Denis, N. Barriault, L. Vaillancourt, S. Charron, J. Dodd, G. Attardo, D. Labrecque, S. Lamothe, H. Gourdeau, B. Tseng, J. Drewe, S.X. Cai, Bioorg. Med. Chem. Lett. 15 (2005) 4745-4751. [10] W. Kemnitzer, J. Drewe, S. Jiang, H. Zhang, Y. Wang, J. Zhao, S. Jia, J. Herich, D. Labreque, R. Storer, K. Meerovitch, D. Bouffard, R. Rej, R. Denis, C. Blais, S. Lamothe, G. Attardo, H. Gourdeau, B. Tseng, S. Kasibhatla, S.X. Cai, J. Med. Chem. 47 (2004) 6299-6310. [11] V.D. Dyachenko, A.N. Chernega, Russ. J. Org .Chem. 42 (2006) 567-576. [12] R. Ballini, G. Bosica, M.L. Conforti, R. Maggi, A. Mazzacanni, P. Righi, G. Sartori, Tetrahedron 57 (2001) 1395-1398. [13] D.Q. Shi, S. Zhang, Q.Y. Zhuang, S.J. Tu, H.W. Hu, Chin. J. Org. Chem. 23 (2003). 809-812. [14] M. Kidwai, S. Saxena, M.K. Rahman Khan, S.S. Thukral, Bioorg. Med. Chem. Lett. 15 (2005) 4295-4289. [15] S. Makarem, A.A Mohammadi, A.R. Fakhari, Tetrahedron Lett. 49 (2008) 7194-7196. [16] D.S. Raghuvanshi, K.N. Singh, Arkivoc 10 (2010) 305–317. [17] S. Makarem, A.A. Mohammadi, A.R. Fakhari, Tetrahedron Lett. 49 (2008) 7194–7196. [18] J. Safari, Z. Zarnegar, M. Heydarian, J. Taibah Univ. Sci. 7 (2013) 17–25. [19] M.T. Maghsoodlou, I. Yavari, F. Nassiri, H. Dajhanian, Z. Razmjoo, Monatsh. Chem. 134 (2003) 1585-1591. [20] G. Marandi, M.T. Maghsoodlou, N. Hazeri, S.M. Habibi-Khorassani, N. Akbarzadeh-Torbati, F. Rostami-Charati, B.W. Skelton, M. Makha, Mol. Diversity 15 (2011) 197-201. [21] S.S. Sajadikhah, M.T. Maghsoodlou, N. Hazeri, S.M. Habibi-Khorassani, Lett. Org. Chem. 8 (2011) 743-748. [22] S.M. Habibi-Khorassani, A. Ebrahimi, M. Maghsoodlou, O. Asheri, M. Shahraki, N. Akbarzadeh, Y. Ghalandarzehi, Int. J. Chem. Kinet. 45 (2013) 596-612. [23] S.M. Habibi-Khorasani, M.T. Maghsoodlou, A. Ebrahimi, F. Farahani-Vasheghani, E. Mosaddeg, M.A. Kazemain, Tetrahedron Lett. 50 (2009) 3621-3624. [24] S.M. Habibi-Khorassani, A. Ebrahimi, M.T. Maghsoodlou, M. Zakarianezhad, H. Ghasempour, Z. Ghahghayi, Current Org. Chem. 15 (2011) 942-952. [25] L. M. Schwartz, R. I. Gelb, Anal. Chem. 50 (1978) 1592-1594. [26] G. Lente, I. Fabian, A.J. Poe, New J. Chem. 29 (2005) 759-760. [27] J.H. Espenson, In chemical kinetics and mechanisms, second Ed., McGraw-Hill, New York, 1995. [28] A. J. Poe. Mechanisms of Inorganic and Organometallic Reaction, Plenum Prss, New York, 1994. | ||
آمار تعداد مشاهده مقاله: 1,676 تعداد دریافت فایل اصل مقاله: 1,249 |