Preparation, characterization and application of succinimidinium hydrogensulfate ([H-Suc]HSO4) as an efficient ionic liquid catalyst for the N-Boc protection of amines

RSC Advances ◽  
2015 ◽  
Vol 5 (26) ◽  
pp. 19790-19798 ◽  
Author(s):  
Farhad Shirini ◽  
Omid Goli Jolodar ◽  
Mohadeseh Seddighi ◽  
Hojatollah Takbiri Borujeni
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Sulfuric Acid ◽  
Solvent Free ◽  
Solvent Free Conditions

Succinimidinium hydrogensulfate ([H-Suc]HSO4), which is prepared from the reaction of succinimide and sulfuric acid, showed excellent catalytic activity for the N-Boc protection of various amines under solvent free conditions.

Imidazolium-based ionic liquid decorated zinc porphyrin catalyst for converting CO2 into five-membered heterocyclic molecules

2018 ◽  
Vol 2 (1) ◽  
pp. 125-132 ◽  
Author(s):  
Yaju Chen ◽  
Rongchang Luo ◽  
Zhi Yang ◽  
Xiantai Zhou ◽  
Hongbing Ji
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Zinc Porphyrin ◽  
Porphyrin Complex ◽  
Heterocyclic Molecules ◽  
Solvent Free Conditions

The bifunctional zinc(ii) porphyrin complex with flexible quaternary imidazole ionic liquids exhibited improved catalytic activity and reusability for the reaction of CO2with epoxides or aziridines to form five-membered heterocyclic products without any additives under solvent-free conditions.

Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions

2018 ◽  
Vol 21 (8) ◽  
pp. 602-608 ◽  
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Reaction Times ◽  
Significant Loss ◽  
Solvent Free ◽  
Acidity Function ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Hammett Acidity Function ◽  
Dicationic Ionic Liquid

Aim and Objective: In the present work, 1, 1’-sulfinyldiethylammonium bis (hydrogen sulfate) as a novel room temperature dicationic ionic liquid was synthesized and used as a catalyst for xanthenediones synthesis. Material and Method: The dicationic ionic liquid has been synthesized using ethylamine and thionyl chloride as precursors. Then, by the reaction of [(EtNH2)2SO]Cl2 with H2SO4, [(EtNH2)2SO][HSO4]2 was prepared and after that, it was characterized by FT-IR, 1H NMR, 13C NMR as well as Hammett acidity function. This dicationic ionic liquid was used as a catalyst for the synthesis of xanthenediones via condensation of structurally diverse aldehydes and dimedone under solvent-free conditions. The progress of the reaction was monitored by thin layer chromatography (ethyl acetate/n-hexane = 3/7). Results: An efficient solvent-free method for the synthesis of xanthenediones has been developed in the presence of [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. Conclusion: This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones 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.

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.

ChemInform Abstract: Silica Sulfuric Acid Mediated Acylation of Amines with 1,3-Diketones via C-C Bond Cleavage under Solvent-Free Conditions.

ChemInform ◽  
2016 ◽  
Vol 47 (8) ◽  
pp. no-no
Author(s):  
Ruiqiang Guo ◽  
Chuanlei Zhu ◽  
Zhe Sheng ◽  
Yanzhe Li ◽  
Wei Yin ◽  
...  
Keyword(s):  
Sulfuric Acid ◽  
Bond Cleavage ◽  
Solvent Free ◽  
Silica Sulfuric Acid ◽  
Solvent Free Conditions

scholarly journals Biocompatible ionic liquid [Betaine][H2PO4] as a reusable catalyst for the substitution of xanthen-9-ol under solvent-free conditions

RSC Advances ◽  
2020 ◽  
Vol 10 (52) ◽  
pp. 31662-31669
Author(s):  
Anlian Zhu ◽  
Tong Wang ◽  
Wanlu Feng ◽  
Jianji Wang ◽  
Lingjun Li
Keyword(s):  
Ionic Liquid ◽  
Substitution Reaction ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Solvent Free Conditions ◽  
Direct Substitution

A cheap and biocompatible ionic liquid [Betaine][H2PO4] was found to be an efficient and reusable catalyst for the direct substitution reaction of xanthen-9-ol under solvent-free conditions.

Sign in / Sign up

Export Citation Format

Share Document