پیوندهای مفید
اخبار و اعلانات
آمار
| تعداد نشریات | 41 |
| تعداد شمارهها | 1,138 |
| تعداد مقالات | 9,766 |
| تعداد مشاهده مقاله | 17,908,925 |
| تعداد دریافت فایل اصل مقاله | 12,518,694 |
Guanidine hydrochloride: An efficient catalyst for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives under solvent free conditions | ||
| Iranian chemical communication | ||
| مقاله 83، دوره 5، Issue 2, pp. 121-236, Serial No. 15، تیر 2017، صفحه 227-236 اصل مقاله (734.23 K) | ||
| نوع مقاله: Original Research Article | ||
| نویسندگان | ||
| Shivaji Sandu Pandit* 1؛ Sonali Shivaji Pardhe2؛ Yashwant Bhaskar Pandit3 | ||
| 1Post Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College of Arts, Science and Commerce Pravaranagar, (Loni kd) Tal. Rahata. Dist. Ahmednagar 413713 (MS) India. | ||
| 2Post Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College Pravaranagar 413713. Tal Rahata Dist. Ahmednagar (MS) India | ||
| 3bApplied Chemistry Division, DIAT-DRDO, Girinagar, Pune. 411025.(MS) India | ||
| چکیده | ||
| A Highly efficient protocol has been developed for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives installing a one pot three component coupling reaction of an aromatic aldehyde, thiosemicarbazide and maleic anhydride using guanidine hydrochloride as highly inexpensive and environmentally friendly catalyst under solvent free condition at 1200C with good to excellent yields, It offers short reaction time, good to excellent yields and simple and easy workup procedure as compared to the traditional methods of synthesis. The products are characterized by spectroscopic methods like IR and 1H NMR. In the present protocol we reports unsaturated aldehydes first time using guanidine hydrochlori with excellent yields. | ||
| کلیدواژهها | ||
| 2-Hydrazolyl-4-thiazolidinones؛ thiosemicarbazide؛ maleic anhydride؛ guanidine hydrochloride؛ solvent free | ||
| مراجع | ||
|
[1] A. Verma, S.K. Saraf, Eur. J. Med. Chem., 2008, 43, 897-905.
[2] (a) X. Du, C. Guo, E. Hansell, P. Doyle, C. Caffrey, T. Holler, J. McKerrow, F. Cohen, J. Med. Chem., 2002, 45, 2695-2703. (b) F.E. Cohen, X. Du, C. Guo, C. J.H. McKerrow, US Patent, 2004, 6, 897 240.
[3] A. Walcourt, M. Loyevsky, D.B. Lovejoy, V.R. Gprduek, D.R. Richardson, Biochem. Cell. Biol., 2004, 36, 401-407.
[4] D. Senaratne, D.S. Kalinowaski, Islam, M.P.V. Bernhardt, J. Med. Chem., 2006, 49, 6510-6521.
[5] (a) S.K. Chaudhary, M. Verma, A.K. Chaturvedi, S.S. Parmar, J. Pharm. Sci., 1975, 64, 614-617. (b) S.K. Chaudhary, M. Verma, S.S. Parmar, A.K. Chaturvedi, J. Pharm. Sci., 1976, 65, 443-446.
[6] K. Balaoglu, M.A. Page, V.C. Jones, M.R. McNeil, C. Dong, J.H. Naismith, R.E. Lee, Bioorg. Med. Chem. Lett., 2003, 13, 3227-3230.
[7] (a) C. Dwivedi, T.K. Gupta, S.S. Parmar, J. Med. Chem., 1972, 15, 553-554. (b) S.S. Parmar, C. Dwivedi, A. Chaudhary, T.K. Gupta, J. Med, Chem., 1972, 15, 99-101.
[8] M.G. Vigorita, R. Ottana, F. Monforte, R. Maccari, M.T. Monforte, A. Trovato, M.F. Taviano, N. Miceli, G. De Luca, S. Alcaro, F. Ortuso, Bioorg. Med. Chem., 2005, 15, 3930-3933.
[9] R.K. Rawal, R. Tripathi, S.B. Katti, C. Pannocouque, E. Clercg, Bioorg. Med. Chem. 2007, 15, 1725-7531.
[10] (a) C.G. Bonde, N. Gaikwad, Bioorg. Med. Chem., 2004, 12, 2151-2161, (b) S. Bondock, W. Khalifa, A.A. Fadda, Eur. J. Med. Chem., 2007, 42, 948-954. (c) P. Vicini, A. Geronikaki, M. Incerti, F. Zani, J. Dearden, M. Hewitt, Bioorg, Med. Chem., 2008, 16, 3714-3724.
[11] M.G. Vigorita, R. Ottana, F. Monforte, R. Maccari, M.T. Monforte, A. Trovato, M.F. Taviano, N. Micelli, G. De Luca, S. Alcaro, F. Ortuso, F. Garufi, S. Ronsisvalle, , Bioorg. Med. Chem., 2003, 11, 999-1006.
[12] R. Ottana, R. Maccari, R. Ciurleo, M.G. Vigorita, A.M. Panico, V. Cardile, F. Garufi, S. Ronsisvalle, Bioorg. Med. Chem., 2007, 15, 7618-7625.
[13] R. Tenerio, C. Carvalho, C. Pessanha, J. de Lima, A. de Faria, A. Alves, E.J. de Melob, A. Goes, Bioorg. Med. Chem. Lett., 2005, 15, 2575-2578.
[14] T. Aquino, A. Liesen, R. Silva, V. Lima, C. Carvalho, A. Faria, J.M. de Araujo, J,G. Lima, A.J. Alves, E.J.T. de Melob, A. Goes, Bioorg. Med. Chem., 2008, 16, 446-456.
[15] (a) M. Plut, A. Pollak, M. Tisler, M. Likar, P.S. Schauer, J. Med. Chem., 1966, 9, 430-431. (b) R.K. Rawal, Y.S. Prabhakar, S. B. Katti, E. De Clercg, 2005, Bioorg. Med. Chem., 2005, 13, 6771-6776.
[16] A. Krbavcic, M.A. Badawy, S.A. Abdel-Hady, A.M. Kadry, Y.A. Ibrahim, Sulfur Lett., 1989, 9, 149-157.
[17] S. Cecilia, P. Chiara, M. Edurado, W. Peter, S.M. Graciela, Tetrahedron Lett., 2009, 50, 901-904.
[18] S. Bouzroura, Y. Bentarzi, R. Kaoua, B. Nedjar‐koli, S. Poulain‐Martini E. Dunach , Org. Commun., 2010, 3, 8-14. [19] (a) S.G. Kucukguzel, E.E. Oruc, S. Rollas, F. Sahin, A. Ozbek, Eur. J. Med. Chem., 2002, 37, 197-206. (b) S.K. Bhati, A. Kumar, Eur. J. Med. Chem., 2008, 43, 2323-2330. (c) M.L. Barreca, A. Chimirri, L. De Luca, A.M. Monforte, P. Monforte, A. Rao, M. Zappalà, J. Balzarini, E. De Clercq, C. Pannecouque, M. Witvrouw, M., Bioorg. Med. Chem. Lett., 2001, 11, 1793-1796. [20] (a) C. Saiz, C. Pizzo, E. Manta, P. Wipf, S.G. Mahler, Tetrahedron Lett., 2009, 50, 901-904. (b) J. Wrobel, J. Jetter, W. Kao, J. Rogers, L. Di, J. Chi, M.C. Perez, G.C. Chen, E.S. Shen, Bioorg. Med. Chem. Lett., 2006, 14, 5729-5741. (c) R. Ottana, R. Maccari, M.L. Barreca, G. Bruno, A. Rotondo, A. Rossi, G. Chiricosta, R. Di-Paola, L. Sautebin, S. Cuzzocrea, M.G. Vigorita, Bioorg. Med. Chem., 2005, 13, 4243-4252. (d) J. Blanchet, J. Zhu, Tetrahedron Letters, 2004, 45, 4449-4452. (e) J. Fraga-Dubreuil, J.P. Bazureau, Tetrahedron, 2003, 59, 6121-6130. [21] (a) E. Vanden, J. Jean, N. Hecq, O. Kataeva, C.O. Kappe, Tetrahedron, 2001, 57, 1785-1791. (b) M.B. Deshmukh, S.M. Salunkhe, D.R. Patil, P.V. Anbhule, Eur. J. Med. Chem., 2009, 44, 2651-2654. (c) J.J. Matasi, J.P. Caldwell, J. Hao, B. Neustadt, L. Arik, C.J. Foster, J. Lachowicz, D.B. Tulshian, Bioorg Med. Chem. Lett., 2005, 15, 1333-1336. (f) S. Maddila, S.B. Jonnalagadda, V. Chunduri, P. Lavanya, Heterocycl. Lett., 2012, 2, 37-42. (d) M. Bararjanian, S. Balalaie, F. Rominger, S. Barouti, Helv. Chim. Acta., 2010, 93, 777-784.(g) A.R. Trivedi, V.R. Bhuva, B.H. Dholariya, D.K. Dodiya, V.B. Kataria, V.H. Shah, Bioorg. Med. Chem. Lett., 2010, 20, 6100-6102. [22] S.M. Baghbanian, S. Khaksar, S.M. Vahdat, M. Farhang, M. Tajbakhsh, Chinese Chem. Lett., 2010, 21, 563-566. [23] (a) A.S. Waghmare, S.S. Pandit, J. Saudi Chem. Soc., 2015, (In Press) (http://dx.doi.org/10.1016/j.jscs.2015.06.010). (b) A.S. Waghmare, S.S. Pandit, Iranian Chem. Soc., 2015, 3, 291-301. (c) A. Waghmare, T. Patil, K. Kadam, S.S. Pandit, Iranian J. of Catal., 2015, 5,1-8. | ||
|
آمار تعداد مشاهده مقاله: 1,897 تعداد دریافت فایل اصل مقاله: 1,947 |
||