1-Butyl-3-methylimidazolium Hydrogen Sulfate [Bmim]HSO4: An Efficient Reusable Acidic Ionic Liquid for the Synthesis of 1,8-Dioxo-Octahydroxanthenes

2009 ◽  
Vol 56 (3) ◽  
pp. 659-665 ◽  
Author(s):  
Khodabakhsh Niknam ◽  
Maryam Damya
Keyword(s):  
Ionic Liquid ◽  
Hydrogen Sulfate ◽  
Acidic Ionic Liquid

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.

Magnetic Nanoparticles Supported Acidic Ionic Liquid as a Highly Active and Reusable Catalyst for Esterification

2016 ◽  
Vol 852 ◽  
pp. 485-488 ◽  
Author(s):  
Qiang Zhang ◽  
Xin Zhao ◽  
Xue Hua Zhu ◽  
Ji Hang Li
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Magnetic Nanoparticles ◽  
Catalytic Performance ◽  
Significant Loss ◽  
Reusable Catalyst ◽  
Hydrogen Sulfate ◽  
External Magnet ◽  
Acidic Ionic Liquid ◽  
Highly Active

A magnetic nanoparticles supported dual acidic ionic liquid catalyst was prepared via anchoring 3-sulfobutyl-1-(3-propyltriethoxysilane) imidazolium hydrogen sulfate onto the surface of silica-coated Fe3O4 nanoparticles. And this novel supported acidic ionic liquid catalyst showed good catalytic performance in esterification. More importantly, the catalyst could be easily recovered by an external magnet and reused six times without significant loss of catalytic activity.

Silica Gel Supported Dual Acidic Ionic Liquid as a Recyclable and Efficient Catalyst for Esterification and Acetalization Reactions

2011 ◽  
Vol 233-235 ◽  
pp. 1336-1339 ◽  
Author(s):  
Qiang Zhang ◽  
Hong Su ◽  
Jun Luo
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Silica Gel ◽  
Covalent Bond ◽  
High Catalytic Activity ◽  
The Novel ◽  
Hydrogen Sulfate ◽  
Efficient Catalyst ◽  
Acidic Ionic Liquid

A supported dual acidic ionic liquid was prepared via anchoring 3-sulfobutyl-1-(3-propyltriethoxysilane) imidazolium hydrogen sulfate onto common silica gel by covalent bond. The novel immobilized acidic ionic liquid illustrated high catalytic activity in esterification and acetalization reactions. The products could be separated by simple decantation and the recovered catalyst could be recycled without remarkable loss of catalytic activity even after eight runs for esterification and six runs for acetalization.

Highly efficient and stereoselective synthesis of (2Z)-2-(halomethyl)alk-2-enoates in acidic ionic liquid

2005 ◽  
Vol 2005 (2) ◽  
pp. 96-98 ◽  
Author(s):  
Taokei Ying ◽  
Weiliang Bao ◽  
Zhonghua Wang ◽  
Yongmin Zhang
Keyword(s):  
Ionic Liquid ◽  
Stereoselective Synthesis ◽  
Hydrogen Sulfate ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
High Stereoselectivity

NaCl, NaBr and NaI immobilised in 1-butyl-3-methylimidazolinium hydrogen sulfate ([bmim][HSO4]) ionic liquid was found to be an efficient halogenation system for the conversion of Baylis-Hillman adducts, 3-hydroxy-2-methylenealkanoates, into (2Z)-2-(halomethyl)alk-2-enoates. To maintain high stereoselectivity the protocol provides significant improvements over existing procedures.

Novel ionic liquid [2-Eim] HSO4 as a dual catalytic-solvent system for preparation of hexahydroquinolines under green conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (68) ◽  
pp. 55303-55312 ◽  
Author(s):  
M. Ghorbani ◽  
S. Noura ◽  
M. Oftadeh ◽  
E. gholami ◽  
M. A. Zolfigol
Keyword(s):  
Ionic Liquid ◽  
Solvent System ◽  
Hydrogen Sulfate ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Green Conditions

A novel Brønsted acidic ionic liquid 2-ethylimidazolium hydrogen sulfate, [2-Eim] HSO4, was synthesized.

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