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
相关论文
共 50 条
  • [21] Synthesis and characterization of mullite using silica from rice husk
    Goncalves, Gislayne Elisana
    Soares Sabioni, Antonio Claret
    Ferraz, Wilmar Barbosa
    da Costa, Geraldo Magela
    de Brito, Walter
    Dias, Jose Alves
    da Costa Garcia, Fillipe Augusto
    REM-REVISTA ESCOLA DE MINAS, 2009, 62 (03) : 367 - 372
  • [22] Synthesis and characterization of bifunctional magnetic nano-catalyst from rice husk for production of biodiesel
    Hazmi, Balkis
    Rashid, Umer
    Ibrahim, Mohd Lokman
    Nehdi, Imededdine Arbi
    Azam, Mohammad
    Al-Resayes, Saud Ibrahim
    ENVIRONMENTAL TECHNOLOGY & INNOVATION, 2021, 21
  • [23] Ultrasonic-Assisted Surface-Modification of Nanosilica Chloride and its Use for Synthesis of 3,4-Dihydropyrimidinones
    Tajbakhsh, Mahgol
    Ranjbar, Yousef
    Masuodi, Abdolhosein
    Rezaee, Parizad
    Tajbakhsh, Mahmood
    Fallah, Zari
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (05) : 361 - 367
  • [24] Chitosan: An efficient biodegradable and recyclable green catalyst for one-pot synthesis of 3,4-dihydropyrimidinones of curcumin in aqueous media
    Lal, Jaggi
    Gupta, Sushil K.
    Agarwal, Dau D.
    CATALYSIS COMMUNICATIONS, 2012, 27 : 38 - 43
  • [25] Synthesis of silicon complexes from rice husk derived silica nanoparticles
    Wang, Weixing
    Martin, Jarett C.
    Huang, Rongcai
    Huang, Wenxi
    Liu, Anhua
    Han, Aijie
    Sun, Luyi
    RSC ADVANCES, 2012, 2 (24) : 9036 - 9041
  • [26] Heteropoly acid supported on activated natural clay-catalyzed synthesis of 3,4-dihydropyrimidinones/thiones through Biginelli reaction under solvent-free conditions
    Selvakumar, Karuppaiah
    Shanmugaprabha, Thangamariyappan
    Kumaresan, Murugan
    Sami, Ponnusamy
    SYNTHETIC COMMUNICATIONS, 2018, 48 (02) : 223 - 232
  • [27] First application of hexaaquaaluminium(III) tetrafluoroborate as a mild, recyclable, non-hygroscopic acid catalyst in organic synthesis: a simple and efficient protocol for the multigram scale synthesis of 3,4-dihydropyrimidinones by Biginelli reaction
    Litvic, Mladen
    Vecenaj, Ivana
    Ladisic, Zrinka Mikuldas
    Lovric, Marija
    Vinkovic, Vladimir
    Filipan-Litvic, Mirela
    TETRAHEDRON, 2010, 66 (19) : 3463 - 3471
  • [28] Nano-silica extracted from rice husk and its application in acetic acid steam reforming
    Guo, Wenwen
    Li, Guoneng
    Zheng, Youqu
    Li, Ke
    RSC ADVANCES, 2021, 11 (55) : 34915 - 34922
  • [29] Synthesis of 4-aryl substituted 3,4-dihydropyrimidinones using silica-chloride under solvent free conditions
    Karade, Hitendra N.
    Sathe, Manisha
    Kaushik, M. P.
    MOLECULES, 2007, 12 (07): : 1341 - 1351
  • [30] Supermagnetic Nano-Bifunctional Catalyst from Rice Husk: Synthesis, Characterization and Application for Conversion of Used Cooking Oil to Biodiesel
    Hazmi, Balkis
    Rashid, Umer
    Taufiq-Yap, Yun Hin
    Ibrahim, Mohd Lokman
    Nehdi, Imededdine Arbi
    CATALYSTS, 2020, 10 (02)