Co(II) anchored glutaraldehyde crosslinked magnetic chitosan nanoparticles (MCS) for synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles

被引:39
作者
Singh, Harminder [1 ]
Rajput, Jaspreet Kaur [1 ]
机构
[1] Dr BR Ambedkar Natl Inst Technol, Dept Chem, Jalandhar 144011, Punjab, India
关键词
chitosan; heterogeneous catalyst; imidazoles; MCS-GT@co(II); recyclability; simple and efficient; ONE-POT SYNTHESIS; HIGHLY SUBSTITUTED IMIDAZOLES; COATED FE3O4 NANOPARTICLES; TETRASUBSTITUTED IMIDAZOLES; EFFICIENT CATALYST; RECYCLABLE CATALYST; GREEN SYNTHESIS; SOLVENT; ACID; IDENTIFICATION;
D O I
10.1002/aoc.3989
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple, highly efficient and green synthesis of 2,4,5-trisubsituted and 1,2,4,5-tetrasubstituted imidazoles was developed using a novel MCS-GT@Co(II) magnetically recoverable and recyclable catalyst under refluxing conditions with ethanol as a solvent. The catalyst was prepared by immobilization of chitosan onto Fe3O4 using glutaraldehyde as crosslinker followed by Co(II) ion immobilization via cobalt acetate. The catalyst was characterized using various techniques. For organic products determination, H-1 NMR, C-13 NMR and Fourier transform infrared spectroscopies were used. The reaction was also tried with individual components of the catalyst, but the synergistic effect of the components in the prepared catalyst showed the highest yield and shortest reaction time.
引用
收藏
页数:20
相关论文
共 61 条
[1]   Analogues of 4,5-bis(3,5-dichlorophenyl)-2-trifluoromethyl-1H-imidazole as potential antibacterial agents. [J].
Antolini, M ;
Bozzoli, A ;
Ghiron, C ;
Kennedy, G ;
Rossi, T ;
Ursini, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (07) :1023-1028
[2]   Nanostructured oxytyramine catalyst for the facile one-pot synthesis of cyclohexanecarbonitrile derivatives [J].
Arora, Priya ;
Rajput, Jaspreet Kaur ;
Singh, Harminder .
RSC ADVANCES, 2015, 5 (118) :97212-97223
[3]   A novel one-pot synthesis of tetrasubstituted imidazoles under solvent-free conditions and microwave irradiation [J].
Balalaie, S ;
Hashemi, MM ;
Akhbari, M .
TETRAHEDRON LETTERS, 2003, 44 (08) :1709-1711
[4]   Green heterogeneous Pd(II) catalyst produced from chitosan-cellulose micro beads for green synthesis of biaryls [J].
Baran, Talat ;
Sargin, Idris ;
Kaya, Murat ;
Mentes, Ayfer .
CARBOHYDRATE POLYMERS, 2016, 152 :181-188
[5]   Synthesis of 2,4,5-triaryl and 1,2,4,5-tetraaryl imidazoles using silica chloride as an efficient and recyclable catalyst under solvent-free conditions [J].
Chavan, Hemant V. ;
Narale, Dattatraya K. .
COMPTES RENDUS CHIMIE, 2014, 17 (10) :980-984
[6]   Development of Fe3O4-poly(L-lactide) magnetic microparticles in supercritical CO2 [J].
Chen, Ai-Zheng ;
Kang, Yun-Qing ;
Pu, Xi-Ming ;
Yin, Guang-Fu ;
Li, Yi ;
Hu, Jun-Yan .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2009, 330 (02) :317-322
[7]   Magnetically recoverable nanoparticles as efficient catalysts for organic transformations in aqueous medium [J].
Cheng, Tanyu ;
Zhang, Dacheng ;
Li, Hexing ;
Liu, Guohua .
GREEN CHEMISTRY, 2014, 16 (07) :3401-3427
[8]   Synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in water using p-dodecylbenzenesulfonic acid as catalyst [J].
Das, Biswanath ;
Kashanna, Jajula ;
Kumar, Rathod Aravind ;
Jangili, Paramesh .
MONATSHEFTE FUR CHEMIE, 2013, 144 (02) :223-226
[9]  
desLaszlo S. E., 1999, BIOORG MED CHEM LETT, V9, P641
[10]   Synthesis of Fe3O4/APTES/PEG diacid functionalized magnetic nanoparticles for MR imaging [J].
Feng, B. ;
Hong, R. Y. ;
Wang, L. S. ;
Guo, L. ;
Li, H. Z. ;
Ding, J. ;
Zheng, Y. ;
Wei, D. G. .
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2008, 328 (1-3) :52-59