Amino functionalized mesoporous silica decorated with iron oxide nanoparticles as a magnetically recoverable nanoreactor for the synthesis of a new series of 2,4-diphenylpyrido[4,3-d] pyrimidines

被引:11
作者
Shadjou, Nasrin [1 ]
Hasanzadeh, Mohammad [1 ]
机构
[1] Tabriz Univ Med Sci, Drug Appl Res Ctr, Tabriz, Iran
关键词
SOLVENT-FREE SYNTHESIS; MECHANICAL STABILITY; CATALYTIC-ACTIVITY; ACID; INHIBITORS; ANALOGS; AGENTS; MCM-41; HMS;
D O I
10.1039/c4ra00038b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Fe2O3)-MCM-41-nPrNH(2) as a magnetically recoverable nanoreactor, was prepared through the reaction of (Fe2O3)-MCM-41 with 3-aminopropyltriethoxysilane in refluxing dry toluene. The catalyst with 10 wt% of loaded iron oxide nanoparticles was found to be a highly efficient nanocatalyst for the synthesis of a new class of 2,4-diphenylpyrido[4,3-d] pyrimidines under solvent free conditions in high to quantitative yields. By using an external magnet the catalyst was recovered and reused several times without any loss of efficiency. The prepared catalyst was characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), and nitrogen physisorption measurements.
引用
收藏
页码:18117 / 18126
页数:10
相关论文
共 31 条
[1]   STRUCTURE-ACTIVITY-RELATIONSHIPS IN A SERIES OF NOVEL 3,4-DIHYDRO-4-OXOPYRIMIDO[4,5-B]QUINOLINE-2-CARBOXYLIC ACID ANTIALLERGY AGENTS [J].
ALTHUIS, TH ;
KADIN, SB ;
CZUBA, LJ ;
MOORE, PF ;
HESS, HJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (03) :262-269
[2]   THE DETERMINATION OF PORE VOLUME AND AREA DISTRIBUTIONS IN POROUS SUBSTANCES .1. COMPUTATIONS FROM NITROGEN ISOTHERMS [J].
BARRETT, EP ;
JOYNER, LG ;
HALENDA, PP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :373-380
[3]   Monoglyceride synthesis by heterogeneous catalysis using MCM-41 type silicas functionalized with amino groups [J].
Cauvel, A ;
Renard, G ;
Brunel, D .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (03) :749-751
[4]   Synthesis of Highly Selective Magnetic Mesoporous Adsorbent [J].
Chen, Xinqing ;
Lam, Koon Fung ;
Zhang, Qingjian ;
Pan, Bingcai ;
Arruebo, Manuel ;
Yeung, King Lun .
JOURNAL OF PHYSICAL CHEMISTRY C, 2009, 113 (22) :9804-9813
[5]   Acylation of naphthalenes and anthracene on sulfated zirconia [J].
Deutsch, J ;
Prescott, HA ;
Müller, D ;
Kemnitz, E ;
Lieske, H .
JOURNAL OF CATALYSIS, 2005, 231 (02) :269-278
[6]   Synthesis and biological evaluation of certain α,β-unsaturated ketones and their corresponding fused pyridines as antiviral and cytotoxic agents [J].
El-Subbagh, HI ;
Abu-Zaid, SM ;
Mahran, MA ;
Badria, FA ;
Al-Obaid, AM .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) :2915-2921
[7]  
ELSELARGE EF, 1972, J HETEROCYCLIC CHEM, V9, P1113
[8]   Thermal and mechanical stability of micelle-templated silica supports for catalysis [J].
Galarneau, A ;
Desplantier-Giscard, D ;
Di Renzo, F ;
Fajula, F .
CATALYSIS TODAY, 2001, 68 (1-3) :191-200
[9]   Synthesis and structure-activity relationships of 5-heteroatom-substituted pyridopyrimidines as adenosine kinase inhibitors [J].
Gfesser, GA ;
Bayburt, EK ;
Cowart, M ;
DiDomenico, S ;
Gomtsyan, A ;
Lee, CH ;
Stewart, AO ;
Jarvis, MF ;
Kowaluk, EA ;
Bhagwat, SS .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (03) :245-252
[10]   Mechanical stability of pure silica mesoporous MCM-41 by nitrogen adsorption and small-angle X-ray diffraction measurements [J].
Gusev, VY ;
Feng, XB ;
Bu, Z ;
Haller, GL ;
OBrien, JA .
JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (06) :1985-1988