scholarly journals PRAVADOLINE SYNTHESIS USING AN IMIDAZOLIUM-BASED IONIC LIQUID AS A GREEN SOLVENT

2011 ◽  
Vol 14 (3) ◽  
pp. 79-86
Author(s):  
Nam Thanh Son Phan ◽  
Ha Vu Le

An easily accessible ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) was synthesized, and characterized using 1H and 13C NMR, and MS. The ionic liquid was demonstrated to be an efficient green solvent for the synthesis of pravadoline, one of non-steroidal drugs. High yield was achieved without the presence of an anhydrous Lewis acid catalyst. The reaction was also successfully carried out using other imidazolium-based ionic liquids, including 1-hexyl-3-methylimidazolium hexafluorophosphate ([HMIM][PF6]), and 1-octyl-3- methylimidazolium hexafluorophosphate ([OMIM][PF6]). To our best knowledge, this is the first report in Viet Nam on the synthesis of a pharmaceutical chemical in ionic liquids as green solvents.

2008 ◽  
Vol 86 (9) ◽  
pp. 899-902 ◽  
Author(s):  
Anil Kumar ◽  
Israr Ahmad ◽  
M Sudershan Rao

Ytterbium(III) triflate has been utilized as a mild Lewis-acid catalyst for the synthesis of various calix[4]pyrroles by the condensation of pyrrole with different ketones in ionic liquids. The calix[4]pyrroles were obtained in high yield under ecofriendly, economical, and noncorrosive conditions, and the catalyst was recovered and recycled.Key words: calix[4]pyrrole, ionic liquid, ytterbium triflate.


2003 ◽  
Vol 81 (10) ◽  
pp. 1057-1060 ◽  
Author(s):  
Prashant U Naik ◽  
Susheel J Nara ◽  
Jitendra R Harjani ◽  
Manikrao M Salunkhe

A new protocol is developed for the synthesis of N-substituted thioamides, employing arenes and isothiocyanates in 1-butyl-3-methylimidazolium chloroaluminate ionic liquid, [bmim]Cl·2AlCl3, as a homogenous Lewis acid catalyst and solvent. The effect of Lewis acidity and the stoichiometry of the ionic liquid on the extent of product formation is studied. Studies reveal that a progressive increase in yields was observed with increasing Lewis acidity, and two equivalents of [bmim]Cl·2AlCl3 was the optimal amount for the reaction. A distinct para selectivity for the incoming thioamido group on activated arenes was observed under ambient conditions.Key words: arenes, isothiocyanates, Friedel–Crafts, ionic liquids, thioamides.


2017 ◽  
Author(s):  
Jose A. Pomposo

Understanding the miscibility behavior of ionic liquid (IL) / monomer, IL / polymer and IL / nanoparticle mixtures is critical for the use of ILs as green solvents in polymerization processes, and to rationalize recent observations concerning the superior solubility of some proteins in ILs when compared to standard solvents. In this work, the most relevant results obtained in terms of a three-component Flory-Huggins theory concerning the “Extra Solvent Power, ESP” of ILs when compared to traditional non-ionic solvents for monomeric solutes (case I), linear polymers (case II) and globular nanoparticles (case III) are presented. Moreover, useful ESP maps are drawn for the first time for IL mixtures corresponding to case I, II and III. Finally, a potential pathway to improve the miscibility of non-ionic polymers in ILs is also proposed.


2018 ◽  
Vol 32 (8) ◽  
pp. 8411-8419 ◽  
Author(s):  
Haixin Guo ◽  
Alif Duereh ◽  
Yuya Hiraga ◽  
Xinhua Qi ◽  
Richard Lee Smith

RSC Advances ◽  
2019 ◽  
Vol 9 (35) ◽  
pp. 20341-20344 ◽  
Author(s):  
Monika Bosilj ◽  
Johannes Schmidt ◽  
Anna Fischer ◽  
Robin J. White

One-pot conversion of glucose to ethyl levulinate over an acid-functionalised hydrothermal carbon gives high initial yields up to 37 mol% (comparable to H2SO4) with catalyst performance strongly influenced by green solvent choice.


RSC Advances ◽  
2019 ◽  
Vol 9 (35) ◽  
pp. 19940-19948 ◽  
Author(s):  
L. Moradi ◽  
M. Mirzaei

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.


2020 ◽  
Vol 7 (1) ◽  
pp. 60-66
Author(s):  
Navin B. Patel ◽  
Rahul B. Parmar ◽  
Hetal I. Soni

Background: A Lewis acid promoted efficient and facile procedure for one-pot synthesis of a novel series of fluoroquinolone clubbed with thiadiazoles motifs under microwave irradiation is described here. This technique has more advantages such as high yield, a clean procedure, low reaction time, simple work-up and use of Lewis acid catalyst. Objective: Our aim is to generate a biologically active 1,3,4- thiadiazole ring system by using a onepot synthesis method and microwave-assisted heating. High yield and low reaction time were the main purposes to synthesize bioactive fluoroquinolone clubbed 1,3,4- thiadiazole moiety. Methods: Fluoroquinolone Clubbed 1,3,4-Thiadiazole Motifs was prepared by Lewis acid promoted, one-pot synthesis, under microwave irradiation. All the synthesized molecules were determined by IR, 1H NMR, 13C NMR, and Mass spectra. The antimicrobial activity of synthesized compounds was examined against two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), two Gram-positive bacteria (Staphylococcus aureus, Streptococcus pyogenes), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) using the MIC (Minimal Inhibitory Concentration) method and antitubercular activity H37Rv using L. J. Slope Method. Results: Lewis acid promoted, one-pot synthesis of Fluoroquinolone clubbed 1,3,4-Thiadiazole motifs under microwave irradiation is an extremely beneficial method because of its low reaction time and good yield. Some of these novel derivatives showed moderate to good in vitro antibacterial, antifungal, and antitubercular activity. Conclusion: One-pot synthesis of 1,3,4-Thiadiazole by using Lewis acid catalyst gives a good result for saving time and also getting more production of novel heterocyclic compounds with good antimicrobial properties via microwave heating method.


2003 ◽  
Vol 2003 (3) ◽  
pp. 168-169 ◽  
Author(s):  
Aniruddha M. Paul ◽  
Amit C. Khandekar ◽  
Bhushan M. Khadilkar

1- n-butylpyridinium chloroaluminate serves the dual purpose of a reaction medium and a Lewis acid catalyst for condensation of substituted benzaldehydes with N, N-dimethylaniline to obtain triarylmethanes (leuco bases) in good yields with significant reduction in reaction time and simplification of the workup process.


2010 ◽  
Vol 8 (2) ◽  
pp. 356-360 ◽  
Author(s):  
Nitin Mirgane ◽  
Sandip Kotwal ◽  
Anil Karnik

AbstractIonic liquids (IL) are gaining importance as green solvents. Imidazolium ionic liquid [bmim]+[Cl]−, an environmentally benign solvent, was found to promote the Diels-Alder reaction between anthrone and maleimides at room temperature with excellent yields. The ionic liquid played a dual role as solvent and catalyst.


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