scholarly journals Production of 5-hydroxymethylfurfural from Japanese cedar (Cryptomeria japonica) in an ionic liquid, 1-methylimidazolium hydrogen sulfate

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Ryoya Ito ◽  
Hisashi Miyafuji
Keyword(s):  
Ionic Liquid ◽  
Cryptomeria Japonica ◽  
Steam Distillation ◽  
Maximum Yield ◽  
Reaction System ◽  
Japanese Cedar ◽  
Solvent System ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Reaction Systems

AbstractProduction of 5-hydroxymethylfurfural (5-HMF) from Japanese cedar (Cryptomeria japonica) using an ionic liquid, 1-methylimidazolium hydrogen sulfate ([MIM]HSO4), was investigated. 5-HMF can be produced from C. japonica at temperatures above 120 °C. The maximum yield of 5-HMF was about 9 wt% after 15 min of treatment at 160 °C. However, 5-HMF produced in this process tended to decompose as the treatment continued. To avoid decomposition and to provide a means of recovering 5-HMF from [MIM]HSO4, three reaction systems based on [MIM]HSO4 were investigated: biphasic [MIM]HSO4/organic solvent system, [MIM]HSO4 with vacuum distillation, and [MIM]HSO4 with vacuum steam distillation. The [MIM]HSO4 reaction system combined with vacuum steam distillation was most effective. The maximum yield of 5-HMF was 17.5 wt% after treatment for 45 min at 160 °C. The combination of [MIM]HSO4 treatment with vacuum steam distillation is suitable for 5-HMF production because it is a one-pot process without the need for catalysts or pretreatment.

Ionic Liquid 4-(3-Methyl-1-imidazolio)-1-butanesulfonic Acid Hydrogen Sulfate-catalyzed Synthesis of Phthalazinetrione Derivatives

2012 ◽  
Vol 67 (7) ◽  
pp. 717-724
Author(s):  
Shihua Song ◽  
Xiang Deng ◽  
Zhi Guan ◽  
Yanhong He
Keyword(s):  
Ionic Liquid ◽  
Polyethylene Glycol ◽  
Condensation Reaction ◽  
Reaction Times ◽  
Solvent System ◽  
Environmentally Benign ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Simple Method ◽  
Peg 600

A simple method for the synthesis of phthalazinetrione derivatives by a one-pot three-component condensation reaction of phthalhydrazide, 1,3-dicarbonyl compounds and aldehydes catalyzed by the ionic liquid 4-(3-methyl-1-imidazolio)-1-butanesulfonic acid hydrogen sulfate ([BSO3HmIm]HSO4) is reported. Good to excellent yields were obtained in short reaction times in the solvent PEG 600 (polyethylene glycol 600) at 120 °C. The strategy proved to be efficient and environmentally benign. The catalyst/solvent system could easily be recovered and reused for at least 5 times without noticeable loss of activity

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.

Efficient one-pot synthesis of new fused pyridines and bis-pyridines catalyzed by triazine diphosphonium hydrogen sulfate ionic liquid supported on functionalized nano-silica

2016 ◽  
Vol 57 (21) ◽  
pp. 2294-2297 ◽  
Author(s):  
Fahime Rahmani ◽  
Iraj Mohammadpoor-Baltork ◽  
Ahmad R. Khosropour ◽  
Majid Moghadam ◽  
Shahram Tangestaninejad ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Hydrogen Sulfate ◽  
Nano Silica ◽  
One Pot ◽  
One Pot Synthesis

One-pot synthesis of coumarine derivatives using butylenebispyridinium hydrogen sulfate as novel ionic liquid catalyst

2015 ◽  
Vol 42 (5) ◽  
pp. 4097-4107 ◽  
Author(s):  
Sobhan Rezayati ◽  
Fatemeh Sheikholeslami-Farahani ◽  
Faramarz Rostami-Charati ◽  
Saeid Afshari Sharif Abad
Keyword(s):  
Ionic Liquid ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
One Pot Synthesis

ChemInform Abstract: Efficient One-Pot Synthesis of New Fused Pyridines and Bis-pyridines Catalyzed by Triazine Diphosphonium Hydrogen Sulfate Ionic Liquid Supported on Functionalized Nano-Silica.

ChemInform ◽  
2016 ◽  
Vol 47 (37) ◽  
Author(s):  
Fahime Rahmani ◽  
Iraj Mohammadpoor-Baltork ◽  
Ahmad R. Khosropour ◽  
Majid Moghadam ◽  
Shahram Tangestaninejad ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Hydrogen Sulfate ◽  
Nano Silica ◽  
One Pot ◽  
One Pot Synthesis

1,3-Disulfonic acid imidazolium hydrogen sulfate: a reusable and efficient ionic liquid for the one-pot multi-component synthesis of pyrimido[4,5-b]quinoline derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (30) ◽  
pp. 23586-23590 ◽  
Author(s):  
Kamal Mohammadi ◽  
Farhad Shirini ◽  
Asieh Yahyazadeh
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Disulfonic Acid ◽  
Quinoline Derivatives ◽  
Hydrogen Sulfate ◽  
Efficient Synthesis ◽  
One Pot ◽  
The One

1,3-Disulfonic acid imidazolium hydrogen sulfate (DSIMHS) has been used for the simple and efficient synthesis of pyrimido[4,5-b]quinoline derivatives. The procedure gave the products in excellent yields in very short reaction times.

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