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.

scholarly journals Efficient Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones using Ionic Liquid Pyrazinium Di(hydrogen sulfate) {Py(HSO4)2} as a Novel, Green and Homogeneous Catalyst

2017 ◽  
Vol 56 (4) ◽  
Author(s):  
Abdolkarim Zare ◽  
Roghayyeh Khanivar ◽  
Marzieh Hatami ◽  
Mohammad Mokhlesi ◽  
Mohammad Ali Zolfigol ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Homogeneous Catalyst ◽  
Hydrogen Sulfate ◽  
Efficient Synthesis ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
The One ◽  
High Yields

An efficient and simple solvent-free procedure for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[<em>a</em>]-xanthen-11-one derivatives <em>via</em> the one-pot multi-component condensation of dimedone with aromatic aldehydes and β-naphthol in the presence of protic acidic ionic liquid pyrazinium di(hydrogen sulfate) {Py(HSO<sub>4</sub>)<sub>2</sub>} as a green and homogeneous catalyst is described. All reactions proceed efficiently, and the title compounds are produced in high yields and in short reaction times.

Design of ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate as a dual-catalyst for the one-pot multi-component synthesis of 1,2,4,5-tetrasubstituted imidazoles

2013 ◽  
Vol 19 (3) ◽  
pp. 721-726 ◽  
Author(s):  
Mohammad Ali Zolfigol ◽  
Ardeshir Khazaei ◽  
Ahmad Reza Moosavi-Zare ◽  
Abdolkarim Zare ◽  
Zhila Asgari ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Disulfonic Acid ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
The One ◽  
Tetrasubstituted Imidazoles

Highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones using N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate as a dual-functional catalyst

2018 ◽  
Vol 73 (9) ◽  
pp. 635-640 ◽  
Author(s):  
Roghayyeh Khanivar ◽  
Abdolkarim Zare
Keyword(s):  
Ionic Liquid ◽  
Reaction Mechanism ◽  
Catalytic Amount ◽  
Disulfonic Acid ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Dual Functional ◽  
Solvent Free Conditions ◽  
The One ◽  
Reaction Media

AbstractThe highly effectual synthesis of 4,6-diarylpyrimidin-2(1H)-ones via the one-pot multicomponent reaction of acetophenones with arylaldehydes and urea in the presence of trimethylsilyl chloride and a catalytic amount of the ionic liquid N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2) under solvent-free conditions has been described. The reaction results and conditions of the catalytic system have been compared with previously reported catalysts. [TMEDSA][HSO4]2 afforded better results in comparison with the reported catalysts in terms of one or more of these factors: yield, temperature, the reaction media, time, and generality. Moreover, a plausible reaction mechanism based on dual functionality of the catalyst has been proposed.

Efficient pseudo five-component synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives promoted by a novel ionic liquid catalyst

2018 ◽  
Vol 73 (3-4) ◽  
pp. 191-195 ◽  
Author(s):  
Zahra Abshirini ◽  
Abdolkarim Zare
Keyword(s):  
Ionic Liquid ◽  
Disulfonic Acid ◽  
Thermal Gravimetric ◽  
One Pot ◽  
Mild Conditions ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
The One ◽  
C Nmr

AbstractIn this research, initial production and characterization of a novel Brønsted-acidic ionic liquid, namely,N,N,N′,N′-tetramethylethylenediaminium-N,N′-disulfonic acid hydrogen sulfate ([TMEDSA][HSO4]2), has been described (characterization was achieved using Fourier-transform infrared spectroscopy,1H nuclear magnetic resonance (NMR),13C NMR, and mass and thermal gravimetric spectra). Thereafter, utilization of [TMEDSA][HSO4]2as a highly effectual catalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives through the one-pot pseudo five-component reaction of phenylhydrazine (2 eq.) with ethyl acetoacetate (2 eq.) and arylaldehydes (1 eq.) in relatively mild conditions, has been reported.

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

A Suitable One-Pot Synthesis of 3,4-Dihydropyrano[3,2-c]Chromenes Using Magnetic Nanoparticles Tag: Piperidinium Benzene-1,3-Disulfonate Ionic Liquid as a Novel, Green, Efficient and Reusable Catalyst in Aqueous Medium

2017 ◽  
Vol 14 (6) ◽  
pp. 904-911 ◽  
Author(s):  
Ramin Ghorbani-Vaghei ◽  
Jafar Mahmoodi ◽  
Yaser Maghbooli ◽  
Azadeh Shahriari
Keyword(s):  
Ionic Liquid ◽  
Magnetic Nanoparticles ◽  
Reaction Times ◽  
Catalytic Amount ◽  
High Yield ◽  
Reusable Catalyst ◽  
One Pot ◽  
Efficient Catalyst ◽  
Water Solvent ◽  
The One

Background: The synthesis of 3,4-dihydropyrano[3,2-c]chromenes via the one-pot three-component reactions of various aldehydes, malononitrile, and 4-hydroxycumarin at 60 &deg;C in water as a solvent by the magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a green and efficient catalyst. Some benefits of the presented technique are significant cost impact, impressive catalysis and the ability to reuse of the catalyst. The current procedure offers high yield, short reaction times, neat reaction and simple reusable catalyst. Objective: A magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a green, efficient, reusable and heterogeneous catalyst was used for the synthesis of 3,4-dihydropyrano[3,2-c]chromenes. Method: We have described an efficient and green process for the synthesis of the one-pot three-component synthesis of 3,4-dihydropyrano[3,2-c]chromenes from the reaction between 4-hydroxy-coumarin with malononitrile and aldehydes in the presence of catalytic amount of magnetic nanoparticles tag: piperidinium benzene-1,3-disulfonate ionic liquid as a novel and powerful nano ionic liquid with good to excellent yields and in a short reaction time in water solvent at 60 &deg;C. Result: The main advantage of this process is the simplicity of the work-up and the products can be isolated without chromatography. Conclusion: We suggest that the method has also various additional advantages such as low loading of catalyst, clean reaction, which makes it a suitable and noteworthy approach for the synthesis of 3,4- dihydropyrano[3,2-c]chromenes.

A highly effective and mild protocol for the production of 1-thioamidoalkyl-2-naphthols using 1,3-disulfonic acid imidazolium trifluoroacetate as a dual-functional catalyst

2018 ◽  
Vol 73 (5) ◽  
pp. 289-293 ◽  
Author(s):  
Mostafa Karami ◽  
Abdolkarim Zare
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Reaction Times ◽  
Solvent Free ◽  
Disulfonic Acid ◽  
One Pot ◽  
Mild Conditions ◽  
Dual Functional ◽  
Highly Effective ◽  
High Yields

AbstractA solvent-free protocol for the production of 1-thioamidoalkyl-2-naphthols via a one-pot multi-component reaction of arylaldehydes with 2-naphthol and thioacetamide using the ionic liquid 1,3-disulfonic acid imidazolium trifluoroacetate ([Dsim][TFA]) is described. Furthermore, a plausible and attractive mechanism based on the dual functionality of the catalyst is proposed. Because of the dual functionality of [Dsim][TFA] (possessing acidic and basic sites), it is found to be generally highly effective, affording the products in high yields and short reaction times under mild conditions. We claim that this is one of the best protocols for the synthesis of 1-thioamidoalkyl-2-naphthols (in terms of yield, temperature, conditions, and/or the reaction time).

Synthesis of 4,4′-(arylmethylene)bis(3-carboxymethyl-1-phenyl-1H-pyrazol-5-ol)s using ionic liquid attached to colloidal silica nanoparticles in water

2017 ◽  
Vol 41 (8) ◽  
pp. 457-459 ◽  
Author(s):  
Hossein Shahbazi-Alavi ◽  
Javad Safaei-Ghomi ◽  
Samane Esmaili ◽  
Seyed Hadi Nazemzadeh
Keyword(s):  
Ionic Liquid ◽  
Silica Nanoparticles ◽  
Colloidal Silica ◽  
Reaction Times ◽  
High Catalytic Activity ◽  
Dimethyl Acetylenedicarboxylate ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot ◽  
Three Component Reaction

An efficient synthesis of 10 4,4′-(arylmethylene)bis(3-carboxymethyl-1-phenyl-1 H-pyrazol-5-ol)s, eight of which are novel, was achieved by a one-pot three-component reaction of phenylhydrazine, dimethyl acetylenedicarboxylate and an arylaldehyde using bis(1(3-methoxysilylpropyl)-3-methyl-imidazolium) copper tetrachloride tethered to colloidal silica nanoparticles as catalyst under microwave irradiation in water. The advantages of the present process are atom economy, high catalytic activity, excellent yields, short reaction times and utilisation of microwave heating as a clean procedure. The catalyst was recyclable.

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