Green synthesis of 4,6-bisarylpyrimidin-2(1H)-ones and azo-linked 4-arylpyrimidin-2(1H)-ones using NiFe2O4@SiO2nPr@glucose amine as a mild nano catalyst

被引:7
作者
Nikpassand, Mohammad [1 ]
hoseinnezhad, Elaheh [2 ]
机构
[1] Islamic Azad Univ, Dept Chem, Rasht Branch, Rasht, Iran
[2] Ghadr Inst, Dept Chem, Rasht, Iran
关键词
Pyrimidin-2(1H)-one; NiFe2O4@(SiO2Pr)-Pr-n@glucose amine; Urea; Nanoparticle; Green synthesis; ONE-POT SYNTHESIS; MAGNETICALLY RECOVERABLE CATALYST; BIGINELLI REACTION; REUSABLE CATALYST; EFFICIENT; ACID; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; PYRIMIDINES; FE3O4;
D O I
10.1016/j.arabjc.2020.10.022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The clean, environmentally benign and effective synthesis of novel azo-linked 4-arylpyrimidin-2(1H)-one derivatives and 4,6-bisarylpyrimidin-2(1H)-ones via three-component reaction of various aldehydes or synthetized azo-linked aldehydes, urea, and acetophenone promoted by NiFe2O4@(SiO2Pr)-Pr-n@glucose amine at room temperature (25 degrees C) was reported. NiFe2O4@(SiO2Pr)-Pr-n@glucose amine were synthesized and characterized by transmission electron microscope (TEM), fourier transform infrared spectroscopy (FT-IR), vibrating sample magnetometry (VSM), X-ray powder diffraction (XRD) and X-ray spectroscopy (EDX). These compounds were obtained in high yields and short reaction times. The catalyst could be easily recovered and reused for six cycles with almost consistent activity. The structures of the synthesized 4,6-bisarylpyrimidin-2(1H)-one compounds were confirmed by H-1 NMR, C-13 NMR and FTIR spectral data and elemental analyses. (C) 2020 The Author(s). Published by Elsevier B.V. on behalf of King Saud University.
引用
收藏
页码:8995 / 9004
页数:10
相关论文
共 32 条
[11]   Three-component one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones under solvent-free conditions in the presence of sulfamic acid as a green and reusable catalyst [J].
Heravi, Majid M. ;
Ranjbar, Leila ;
Derikvand, Fatemeh ;
Alimadadi, Behnoush .
MOLECULAR DIVERSITY, 2008, 12 (3-4) :191-196
[12]   A direct oxidative route for the synthesis of pyrimidines using heteropolyacids [J].
Heravi, Majid M. ;
Sadjadi, Samaheh ;
Oskooie, Hossein A. ;
Shoar, Rahim Hekmat ;
Bamoharram, Fatemeh F. .
TETRAHEDRON LETTERS, 2009, 50 (06) :662-666
[13]  
Kappe CO, 1997, TETRAHEDRON, V53, P2803
[14]  
Kumar K.S., 2011, CHEM PHARM RES, V3, P234
[15]  
Martinez S., 2010, ULTRASON SONOCHEM, V17, P363
[16]   Fe3O4@mesoporous SBA-15: a robust and magnetically recoverable catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones via the Biginelli reaction [J].
Mondal, John ;
Sen, Tapas ;
Bhaumik, Asim .
DALTON TRANSACTIONS, 2012, 41 (20) :6173-6181
[17]   Fe3O4 Nanoparticles as an Efficient and Magnetically Recoverable Catalyst for the Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones under Solvent-Free Conditions [J].
Nasr-Esfahani, Masoud ;
Hoseini, S. Jafar ;
Mohammadi, Fatemeh .
CHINESE JOURNAL OF CATALYSIS, 2011, 32 (09) :1484-1489
[18]   NiFe2O4@SiO2@glucose amine nanoparticle catalyzed reaction of azo-linked thiosalicylic acid with CO2: Access to azo-linked benzo [d] oxathiine-2,4-diones [J].
Nikpassand, Mohammad .
DYES AND PIGMENTS, 2020, 173
[19]   One-pot Synthesis of new azo-linked 4H-benzo[d][1,3]oxazine-2,4-diones from carbon dioxide using CuO@RHA/MCM-41 nanocomposite in green media [J].
Nikpassand, Mohammad ;
Fekri, Leila Zare ;
Pourahmad, Afshin .
JOURNAL OF CO2 UTILIZATION, 2018, 27 :320-325
[20]   Green synthesis of 2-hydrazonyl-4-phenylthiazoles using KIT-6 mesoporous silica coated magnetite nanoparticles [J].
Nikpassand, Mohammad ;
Fekri, Leila Zare ;
Sanagou, Sina .
DYES AND PIGMENTS, 2017, 136 :140-144