Synthesis and Characterization of Brönsted Acidic Ionic Liquid Based on Ethylamine as an Efficient Catalyst for the Synthesis of Xanthene Derivatives under Solvent-Free Conditions

2019 ◽  
Vol 40 (5) ◽  
pp. 1510-1523 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad M. Hashemi ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Solvent Free ◽  
Synthesis And Characterization ◽  
Efficient Catalyst ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Xanthene Derivatives

Synthesis and Characterization of a Novel Ionic Liquid Based on N,N,N,N-tetramethylethylenediamine and its Application in the Synthesis of 1,8-dioxo-octahydro Xanthenes

2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad Mahmoodi Hashemi ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Chlorosulfonic Acid ◽  
Solvent Free ◽  
Aryl Aldehydes ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Aryl Aldehyde ◽  
High Yields

Aim and Objective: In this work, we synthesized and characterized a novel Brönsted acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis. Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their spectra data and melting point by comparison with those reported in the literature. Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC under solvent-free conditions. Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes synthesis under solvent-free conditions.

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.

scholarly journals Immobilization of Lewis acidic ionic liquid on perlite nanoparticle surfaces as a highly efficient solid acid catalyst for the solvent-free synthesis of xanthene derivatives

RSC Advances ◽  
2019 ◽  
Vol 9 (35) ◽  
pp. 19940-19948 ◽  
Author(s):  
L. Moradi ◽  
M. Mirzaei
Keyword(s):  
Ionic Liquid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Solvent Free ◽  
High Yield ◽  
Efficient Catalyst ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
Xanthene Derivatives ◽  
Lewis Acidic Ionic Liquid

Perlite nanoparticles were prepared, modified with Lewis acidic ionic liquid, and used as a highly efficient catalyst for the eco-friendly, solvent free and high yield synthesis of xanthenesviaa multicomponent reaction.

Brønsted Acidic Ionic Liquid: An Efficient and Reusable Catalyst for the Synthesis of Xanthenes Derivatives as Antimicrobial and Antioxidant Agents

2020 ◽  
Vol 5 (1) ◽  
pp. 11-19
Author(s):  
K.A. Shaikh ◽  
U.N. Chaudhary ◽  
P.J. Doshi
Keyword(s):  
Ionic Liquid ◽  
Antioxidant Activities ◽  
Simple Procedure ◽  
Antimicrobial Activities ◽  
Reusable Catalyst ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Antioxidant Agents ◽  
Solvent Free Conditions ◽  
Xanthene Derivatives

In the present investigation, a mild, efficient and simple procedure has been developed for the synthesis of xanthene derivatives is described via three component condensation of aromatic aldehydes with β- naphthol or dimedone or mixture of β-naphthol and dimedone using Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluene-sulfonate under solvent-free conditions. The synthesized compounds were screened for antimicrobial activities against Gram-positive (Bacillus subtilis), Gram-negative (Pseudomonas aeruginosa) bacteria and fungus (Candida albicans). The antioxidant activities of these compounds were determined by DPPH scavenging free radical method. Present methodology has a number of advantages such as mild reaction condition, inexpensive catalyst, stable at room temperature and it was also found that this catalyst might be recovered quantitatively and reused without much loss of catalytic activity.

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