Introduction of an Efficient Protocol for the Synthesis of Some of the Pyrimidine Derivatives under Solvent-Free Conditions

被引:1
作者
Takbiri, Sam [1 ]
Goil-Jolodar, Omid [2 ]
Shirini, Farhad [2 ]
Hafshejani, Mahmood Tavakoli [1 ]
机构
[1] Univ Isfahan, Dept Chem, Catalysis Div, Esfahan, Iran
[2] Univ Guilan, Coll Sci, Dept Chem, Rasht, Iran
关键词
Basic ionic liquid catalyst; multicomponent reactions; pyrimidine; solvent-free conditions; IONIC LIQUID; ACID; CONDENSATION; CATALYST; QUINAZOLINE; LIBRARY; FACILE;
D O I
10.1080/10406638.2022.2103577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various pyrimidine derivatives were synthesized via one-pot three-component condensation of aromatic aldehydes, malononitrile, and multiple amines using 1,1'-(butane-1,4-diyl)bis(1,4-diazabicyclo[2.2.2]octan-1-ium) hydroxide as a basic ionic liquid catalyst under solvent-free conditions. The advantages of this method are the simplicity of the procedure, short reaction times, high yields, no-column chromatographic separation, commercial availability of the preliminary materials, and reusability of the catalyst.
引用
收藏
页码:5536 / 5544
页数:9
相关论文
共 34 条
[1]   REACTIONS WITH 2-AMINOBENZIMIDAZOLE - SYNTHESIS OF SEVERAL NEW PYRIMIDO[1,2-A]BENZIMIDAZOLE DERIVATIVES [J].
ABDELHAMID, AO ;
RIAD, BY ;
AZIZ, SI .
ARCHIV DER PHARMAZIE, 1987, 320 (07) :642-646
[2]   An Efficient Three Component One-Pot Synthesis of 5-Amino-7-aryl-7,8-dihydro-[1,2,4] triazolo[4,3-a]-pyrimidine-6-carbonitriles [J].
Ablajan, Keyume ;
Kamil, Wetengul ;
Tuoheti, Anagu ;
Wan-Fu, Sun .
MOLECULES, 2012, 17 (02) :1860-1869
[3]  
Alluri H., 2015, Der Pharma Chem, V7, P515
[4]   Multiple-component condensation strategies for combinatorial library synthesis [J].
Armstrong, RW ;
Combs, AP ;
Tempest, PA ;
Brown, SD ;
Keating, TA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131
[5]   One-pot three-component condensation reaction in water: An efficient and improved procedure for the synthesis of pyrimido[2,1-b]benzothiazoles [J].
Dandia, A. ;
Khaturia, S. ;
Sarawgi, P. ;
Jain, A. .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (11) :2529-2539
[6]   Mild and ecofriendly tandem synthesis of 1,2,4-triazolo [4,3-a]pyrimidines in aqueous medium [J].
Dandia, Anshu ;
Sarawgi, Pritima ;
Arya, Kapil ;
Khaturia, Sarita .
ARKIVOC, 2006, :83-92
[7]   Highly efficient synthesis of N-confused meso-tetraspirocyclohexyl calix[4]pyrrole using Bronsted acidic ionic liquids as catalysts [J].
Garg, Bhaskar ;
Ling, Yong-Chien .
TETRAHEDRON LETTERS, 2012, 53 (42) :5674-5677
[8]   Introduction of a novel basic ionic liquid containing dual basic functional groups for the efficient synthesis of spiro-4H-pyrans [J].
Goli-Jolodar, Omid ;
Shirini, Farhad ;
Seddighi, Mohadeseh .
JOURNAL OF MOLECULAR LIQUIDS, 2016, 224 :1092-1101
[9]   Introduction of O-sulfonated poly(vinylpyrrolidonium) hydrogen sulfate as an efficient, and reusable solid acid catalyst for some solvent-free multicomponent reactions [J].
Goli-Jolodar, Omid ;
Shirini, Farhad ;
Seddighi, Mohadeseh .
RSC ADVANCES, 2016, 6 (50) :44794-44806
[10]   Introduction of a novel nanosized N-sulfonated Bronsted acidic catalyst for the promotion of the synthesis of polyhydroquinoline derivatives via Hantzsch condensation under solvent-free conditions [J].
Goli-Jolodar, Omid ;
Shirini, Farhad ;
Seddighi, Mohadeseh .
RSC ADVANCES, 2016, 6 (31) :26026-26037