Multicomponent reaction for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones using isatoic anhydride, aldehydes and NH4OAc under Solvent-free conditions

سال انتشار: 1397
نوع سند: مقاله ژورنالی
زبان: انگلیسی
مشاهده: 304

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شناسه ملی سند علمی:

JR_ICC-7-3_002

تاریخ نمایه سازی: 23 تیر 1398

چکیده مقاله:

Quinazolinone derivatives are nowadays well recognized as valuable scaffold in drug discovery. In this manuscript an improved multicomponent process for the chemical synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives is described. Isatoic anhydride and aromatic aldehydes with ammonium acetate have been subjected to a three-component reaction under solvent-free conditions and catalysis of SnCl2 dihydrate at 110 °C. All of the products are known and were characterized using melting point, 1HNMR and infrared spectra (FT-IR), and were compared with trusty references. The present methodology offers several advantages, such as cost efficiency, easy experimental workup procedure, mild reaction conditions, short reaction time, good to high yields and synthesis of wide range of products. Keywords: Isatoic anhydride; 2,3-dihydroquinazolin-4(1H)-one; SnCl2.2H2O; Solvent-free conditions.

نویسندگان

Asadollah Hassankhani

Department of New Materials, Institute of Science and High Technology and Environmental Sciences, Graduate University of Advanced Technology, PO Box ۷۶۳۱۵-۱۱۷, Kerman, Iran.

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  • R.C. Cioc, E. Ruijter, R.V.A. Orru, Green Chem., 2014, 16, ...
  • S. Taghavi-Fardood, A. Ramazani, P. Azimzadeh-Asiabi, Y. Bigdeli-Fard, B. Ebadzadeh, ...
  • L. Youseftabar-Miri, H. Hosseinjani-Pirdehi, Asian J. Green Chem., 2017, 1, ...
  • M. Mohammadi-Zeydi, N. Mahmoodi, G. Ardeshiri-Terogeni, Asian J. Green Chem., ...
  • R. Motamedi, G. Rezanejade-Bardajee, S. Makenali-Rad, Asian J. Green Chem., ...
  • S.H. Banitaba, Iran. Chem. Commun., 2018, 6, 389-401. ...
  • M. Mohammadi Zeydi; M. Fouladi; M. Shamsi-Sani; N. Mahmoodi, Iran. ...
  • G. Chehardoli; N. Mansouri, Iran. Chem. Commun., 2018, 6, 450-460. ...
  • A. Farhadi; M. Ramyar; M. A. Takassi Iran. Chem. Commun., ...
  • Z. Vafajoo; D. Kordestani; S. Vafajoo Iran. Chem. Commun., 2018, ...
  • Y.S. Abbas, K.A.M. El-Bayouki, W.M. Basyouni, Synth. Commun., 2016, 46, ...
  • R. Conti, F.O. Chagas, A.M. Caraballo-Rodriguez, W.G.P. Melo, A.M. Nascimento, ...
  • R.P. Maskey, M. Shaaban, I. Grun-Wollny, H. Laatsch, J. Nat. ...
  • S.B. Mhaske, N.P. Argade, Tetrahedron., 2006, 62, 9787-9826. ...
  • J. D. Wansi, E.N. Happi, J.L.D. Bavoua, K.P. Devkota, N. ...
  • M. Sharma, S. Pandey, K. Chauhan, D. Sharma, B. Kumar, ...
  • H.B. Mehta, B.C. Dixit, R.B. Dixit, Chin. Chem. Lett., 2014, ...
  • D.W. Carney, C.D.S. Nelson, B.D.Ferris, J.P. Stevens, A. Lipovsky, T. ...
  • T.K. Khatab, K.A.M. El-Bayouki, W.M. Basyouni, F.A. El-Basyoni, S.Y. Abbas, ...
  • M.J. Hour, L.J. Huang, S.C. Kuo, Y. Xia, K. Bastow, ...
  • H. Batmani, N. Noroozi-Pesyan, F. Havasi, Microporous and Mesoporous Materials., ...
  • (a) C.L. Yoo, J.C. Fettinger, M. Kurth, J. Org. Chem., ...
  • K.H. Narasimhamurthy, S. Chandrappa, K.S. Kumar, K.B. Harsha, H. Ananda, ...
  • (a) P.N. Borase, P.B. Thale, G.S. Shankarling, RSC Adv., 2016, ...
  • P. Kundu, A. Mondal, C. Chowdhury, J. Org. Chem., 2016, ...
  • J.M. Khurana, G. Kukreja, J. Heterocycl. Chem., 2003, 40, 677-679. ...
  • (a) N. Rezaei, E. Sheikhi, P.Rashidi-ranjbar, Synlett., 2018, 29, 912-917. ...
  • S.B. Azimi, J. Azizian, Synlett., 2016, 27, 1836-1839. ...
  • V. Sriramoju, S. Kurva, S. Madabhush, New J. Chem. 2018, ...
  • K. Ramesh, K. Karnakar, G. Satish, B.S.P. Kumar, Y.V.D. Nageswar, ...
  • D. Maitraie, G. Venkat-Reddy, V.N.S. Rama-Rao, S. Ravi-Kanth, P. Shanthan-Rao, ...
  • A. Davoodnia, M. Khashi, N. Tavakoli-Hoseini, Chin. J. Catal., 2014, ...
  • M. Ghashang, Orient. J. Chem., 2012, 28, 1213–1218. ...
  • A. Shokrolahi, A. Zali, M.A. Zare, K. Esmaeilpour, Iran. J. ...
  • P. Salehi, M. Dabiri, M. A. Zolfigol, M. Baghbanzedeh, Synlett, ...
  • M.Z. Kassaee, S. Rostamizadeh, N. Shadjou, E. Motamedi, M. Esmaeelzadeh, ...
  • H.R. Shaternan, F. Rigi, Res. Chem. Intermed., 2015, 41, 721–738. ...
  • J. Safari, S. Gandomi-Ravandi, J. Mol. Catal. A: Chem., 2014, ...
  • N. Azizi, F. Shirdel, Res Chem Intermed., 2017, 43, 3873-3882. ...
  • M. Dabiri, P. Salehi, M. Baghbanzadeh, M.A. Zolfigol, M. Agheb, ...
  • A. Gharib, L. Vojdanifard, N. Noroozi-Pesyan, B.R. Hashemi Pour Khorasani, ...
  • M.T. Maghsoodlou, N. Khorshidi, M.R. Mousavi, N. Hazeri, S.M. Habibi-Khorassani, ...
  • I. Yavari, S. Beheshti, J. Iran. Chem. Soc., 2011, 8, ...
  • A. Rostami, A. Tavakoli, Chin. Chem. Lett., 2011, 22, 1317-1320. ...
  • S. Khaksar, S.M. Talesh, C. R. Chimie., 2012, 15, 779-783. ...
  • نمایش کامل مراجع