Solvent-free synthesis of 6-unsubstituted dihydropyrimidinones using 2-pyrrolidonium bisulphate as efficient catalyst

2016 ◽  
Vol 70 (8) ◽  
Author(s):  
Heshmatollah Alinezhad ◽  
Mahmood Tajbakhsh ◽  
Mahboobeh Zare ◽  
Mahbooeh Mousavi
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Organic Solvents ◽  
Simple Procedure ◽  
Solvent Free ◽  
One Pot ◽  
Efficient Catalyst ◽  
Short Reaction Time ◽  
Acidic Ionic Liquid ◽  
Solvent Free Synthesis

AbstractA one-pot three-component Biginelli-like reaction of enaminones, aldehydes with urea/thiourea in the presence of 2-pyrrolidonium bisulphate as an acidic ionic liquid catalyst for the preparation of 6-unsubstituted dihydropyrimidinones is described. The excellent yield, short reaction time, simple procedure and avoidance of the use of organic solvents are some advantages of this method.

ChemInform Abstract: Highly Efficient, One-Pot, Solvent-Free Synthesis of 2,4,6-Triarylpyridines Using a Broensted-Acidic Ionic Liquid as Reusable Catalyst.

ChemInform ◽  
2010 ◽  
Vol 42 (1) ◽  
pp. no-no
Author(s):  
Abolghasem Davoodnia ◽  
Mehdi Bakavoli ◽  
Raheleh Moloudi ◽  
Niloofar Tavakoli-Hoseini ◽  
Maryam Khashi
Keyword(s):  
Ionic Liquid ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
Solvent Free Synthesis

The acidic ionic liquid [BSO3HMIm]HSO4: a novel and efficient catalyst for one-pot, three-component syntheses of substituted pyrroles

2015 ◽  
Vol 70 (1) ◽  
pp. 29-38 ◽  
Author(s):  
Yuan Luo ◽  
Bao-Qiang Zhang ◽  
Yan-Hong He ◽  
Zhi Guan
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Large Scale ◽  
Environmentally Friendly ◽  
One Pot ◽  
Efficient Catalyst ◽  
Pyrrole Derivatives ◽  
Acidic Ionic Liquid ◽  
Large Scale Preparation ◽  
Scale Preparation

AbstractAn acidic ionic liquid 3-methyl-2-(1-sulfobutyl)-1H-imidazolium hydrogensulfate, [BSO3HMIm]HSO4, was used as an efficient catalyst for the synthesis of a variety of pyrrole derivatives via a one-pot, three-component condensation of amines, nitroolefins, and 1,3-dicarbonyl compounds. Good to excellent yields of 72–96% were obtained under reflux in ethanol. The catalyst could easily be recovered and recycled up to six times, resulting in good yields without prolonging the reaction time. This method was also efficient in large-scale preparation. The procedure could be easily expanded to a one-pot, four-component reaction. This ionic liquid-catalyzed reaction provided an environmentally friendly alternative to the synthesis of pyrrole derivatives.

Synthesis of Bis-Indolylmethanes Containing 1,2,3-Triazolyl Catalyzed by Brønsted Acidic Ionic Liquid under Solvent-Free Conditions

2011 ◽  
Vol 287-290 ◽  
pp. 1696-1699
Author(s):  
Yong Hong Zhang ◽  
Zhen Kai Lei ◽  
Xiang Ju Huang ◽  
Xiao Yu Pan ◽  
Xin Hai Zhao ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Solvent Free ◽  
Experimental Procedure ◽  
Short Reaction Time ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions

A series of novelbis-indolylmethanes containing 1,2,3-triazolyl have been synthesized from the reaction of indoles with 4-formyl-1,2,3-triazole catalyzed by Brønsted acidic ionic liquid [PyNCH2CO2H][HSO4] under solvent-free conditions. The satisfactory results were obtained with excellent yields and short reaction time in the experimental procedure.

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

One-Pot, Regioselective Synthesis of Homopropargyl Alcohols using Propargyl Bromide and Carbonyl Compound by the Mg-mediated Reaction under Solvent-free Conditions

2020 ◽  
Vol 17 (6) ◽  
pp. 438-442
Author(s):  
Xiaofang Ma ◽  
Shunxi Li ◽  
Samrat Devaramani ◽  
Guohu Zhao ◽  
Daqian Xu
Keyword(s):  
Reaction Time ◽  
Organic Synthesis ◽  
Carbonyl Compounds ◽  
Solvent Free ◽  
Propargyl Bromide ◽  
Important Goal ◽  
One Pot ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
Volatile Organic

The elimination of volatile organic solvents in organic synthesis is the most important goal in “Green” chemistry. We report a simple, efficient and facile method for the addition of progargyl bromide to carbonyl compounds using Mg metal as a mediator under solvent-free conditions which could regioselectively generate homopropargyl alcohols efficiently in good to excellent yields. The procedure has advantages such as short reaction time, operationally simple, excellent product yields, high regioselectivity and organic solvent-free.

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