Ultrasound assisted synthesis of imidazolium salts: An efficient way to ionic liquids

Zbancioc, Gheorghiță; Mangalagiu, Ionel I.; Moldoveanu, Costel

doi:10.1016/j.ultsonch.2014.10.028

Cited by 39 publications

(34 citation statements)

References 27 publications

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“…Results of the antimicrobial screening expressed in terms of MIC (Table III) The antimicrobial behavior of the benzothiazole-based 1,2,3-triazoles followed the same trend as their analogues described in our other published work (16). In contrast, the moderate antifungal activity reported previously increased signifi cantly in the present work.…”

Section: Antimicrobiological Activity and Sarsupporting

confidence: 86%

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Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

Rezki

Aouad

2017

Acta Pharmaceutica

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Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fl uorinated--1,2,4-triazole conjugates and their antimicrobial evaluationThe present study describes an effi cient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fl uorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles 4a-e through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involves in situ generation of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO 4 /Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates 6a-o were recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.Keywords: benzothiazoles, 1,2,3-triazoles, 1,2,4-triazoles, click synthesis, antimicrobialBenzothiazole heterocycles constitute an important class of nitrogen-containing hete rocycles associated with a wide array of biological and pharmaceutical activities (1, 2). Similarly, 1,2,4-triazoles are the most signifi cant scaff olds in many drug structures, including fl uconazole (3), isavuconazole (4), itraconazole (5) and voriconazole (6) as antifungal agents. In addition, 1,2,3-triazoles have emerged as relevant bioactive azoles with promising medicinal potentials, including anti-infl ammatory (7), antitubercular (8), antiproliferative (9), anticancer (10, 11) antimicrobial and cytotoxic (12).Synthesis of regioisomeric 1,4-disubstituted 1,2,3-triazoles through copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides is one of the most popular examples of the so-called click chemistry in modern heterocycle synthesis (13). In addition, the copper catalyzed one-pot multicomponent regioselective preparation of 1,2,3-triazoles has att racted a great deal of interest owing to its many advantages, NADJET including simple experimental procedures or mild reaction conditions, reduction of waste, energy effi ciency, reduced reaction time and minimized risk of handling hazardous azides, along with the introduction of eco-friendly sonochemistry for rapid synthesis (14, 15).Ultrasound methods have gained a great deal of interest as alternative sources of energy and have an outstanding status in organic synthesis. Most of the research concerning the application of ultrasound (US) in organic synthesis has been characterized by signifi cant reduction in reaction time and improvement of product yields (16). The obvious advantage of this technique is that its application in organic reactions makes this tool more eff ective and ecofriendly (17).In our early work, we investigated the synthesis and antimicrobial screening of new 1,2,3-triazoles b...

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Section: Antimicrobiological Activity and Sarsupporting

confidence: 86%

“…Most of the research concerning the application of ultrasound (US) in organic synthesis has been characterized by signifi cant reduction in reaction time and improvement of product yields (16). The obvious advantage of this technique is that its application in organic reactions makes this tool more eff ective and ecofriendly (17).…”

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confidence: 99%

Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

Rezki

Aouad

2017

Acta Pharmaceutica

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“…Therefore, research groups tried other successful methods. Microwave assisted preparation in solvent and solvent-free medium have been used by many researchers since 2001 [49]. The quaternization reaction have been improved by the use of microwave by heating reactants and superheating solvents to a temperature well in excess of their normal boiling points [50].…”

Section: Anion Design (Anion Metathesis)mentioning

confidence: 99%

Synthesis, Analysis and Thermoelectrochemical Applications of Ionic Liquids

Sarf¹

2019

NNOA

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New materials, which are eco-friendly and have unusual characters, are so attractive with the increasing demand and harmful pollutants amount all over the world. As a solvent, non-evaporate ionic liquids (ILs) have recently captured notable interest due to their magnifical properties. They have been used for distinct purposes such as electrochemistry, separation, lubrication, catalyst, and energy applications. Adding functional groups and/or anion or cation tunability can ensure improved efficiency ILs depends on the application type. The preset paper is primarily focused on the ionic liquids (IL) synthesis, development of functionalized ionic liquids, and their purification process. It also provides a review of the use of ionic liquids as electrolytes in the thermoelectrochemical cells due to the immediate necessity in areas ranging from waste heat conversion to electricity in modern life. Because ionic liquids have hazardous environmental effects, incur high costs, and require complex synthesis and purification process, all must be under control, recovered and optimized. Therefore, understanding their nature has become more important. Additionally, viscosity and conductivity of ILs are an obstacle in experimental studies; besides, the use of redox couples in IL electrolytes must be improved to use in thermoelectrochemical cell applications.

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“…Taking into consideration our expertise in the area of obtaining new biologically active compounds with antimicrobial activity [8][9][10][11][12][13][14] using cycloimmonium ylides chemistry [15][16][17][18][19][20][21], we decided to study the reactions of pyridine-imidazolium salts with nitric acid.…”

Section: Introductionmentioning

confidence: 99%

Pyridine-Imidazlolium Salts: Oxidatively Cleavage of N-C Bond via Nitration

Diaconu

Mangalagiu

2019

Molbank

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Azaheterocycles derivatives with pyridine-imidazole skeleton are compounds of great value for medicinal chemistry. We report herein the nitration of 1,1′-(pyridine-2,6-diylbis(methylene))bis{3-[2-(4-nitrophenyl)-2-oxoethyl]-1H-imidazol-3-ium} bromide using a typical mixture of nitric and sulphuric acid. The nitration occur with the oxidative cleavage of N–C bond between imidazolium ring and methylene group.

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Ultrasound assisted synthesis of imidazolium salts: An efficient way to ionic liquids

Cited by 39 publications

References 27 publications

Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

Synthesis, Analysis and Thermoelectrochemical Applications of Ionic Liquids

Pyridine-Imidazlolium Salts: Oxidatively Cleavage of N-C Bond via Nitration

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