Synthesis and characterization of nano acid catalyst derived from rice husk silica and its application for the synthesis of 3,4-dihydropyrimidinones/thiones compounds

被引:19
|
作者
Davarpanah, Jamal [1 ]
Sayahi, Mohammad Hosein [2 ]
Ghahremani, Mahboubeh [3 ]
Karkhoei, Sahar [2 ]
机构
[1] Prod Technol Res Inst ACECR, Chem Dept, Ahvaz, Iran
[2] Payame Noor Univ, Dept Chem, Tehran, Iran
[3] Islamic Azad Univ, Young Researchers & Elites Club, Sci & Res Branch, Tehran, Iran
关键词
Three component reaction; 3,4-dihydropyrimidinones/thiones; Solid acid; Rice husk ash; Theoretical NMR and X-ray simulation; ONE-POT SYNTHESIS; IONIC LIQUID; REUSABLE CATALYST; MULTICOMPONENT SYNTHESIS; EFFICIENT SYNTHESIS; DERIVATIVES; CONVERSION;
D O I
10.1016/j.molstruc.2018.12.113
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In the present work, the extraction of silica nanoparticles from the rice husk followed by the modification using an acidic ionic liquid containing imidazolium butyl sulfonic acid through a sol-gel method (RH@ [SiPrImBuSO(3)H]CI) has been investigated. The composition, morphology and structural properties of the synthesized solid acid were analyzed by fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), thermal gravimetric analysis-derivative thermogravimetric (TGA-DTG), and nitrogen adsorption-desorption. The catalytic activity of the nanocomposite was examined through the one-pot condensation of aromatic aldehyde, beta-diketone, urea or thiourea under reflux condition. Diverse 3,4-dihydropyrimidinones/thiones derivatives were produced up to excellent yields in a short period of time. This nanocatalyst could be easily recovered, and reused without considerable loss of catalytic activity. This method seems to be a promising method for synthesizing organic chemicals. In addition to the conducted experiments, the H-1 and C-13 chemical shift and X-ray spectra values together with the structural parameters of 3,4-dihydropyrimidinones/thiones were computed and compared to the corresponding experimental values. As a result, the calculated H-1 and C-13 chemical shift and X-ray spectra show a good agreement with the experimental results. (C) 2019 Elsevier B.V. All rights reserved.
引用
收藏
页码:546 / 555
页数:10
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