Microwave Assisted Amidation of 5-Aminoisophtalic Acid Dimethyl Ester Catalyzed by Imidazolium Ionic Liquids

Amide functionalities present in living system as peptides and possess various biological role. Many synthetic amides also possess biological activities due to the possibility of interaction with cellular liquids such as those compounds useful as a contrast agent in radiographic method. Synthesis of amides from the carboxylic acid or derivatives normally require heating and catalyst. In this report, an environmentally benign synthesis of amide was carried out utilizing microwave radiation and catalyzed by imidazolium ionic liquids (BMIMCl). Microwave radiation provided efficient heating through activation of chemical bonds instead of conventional conductivity methods hence increasing the rate of reactions. Ionic liquids were suitable material in this synthesis due to non-volatile nature as well as stability under high temperature and microwave heating. Furthermore, ionic liquids are tunable material that can be designed for the specific synthesis and functioned as a catalyst. The optimum condition for coupling of 5-Amino-isophthalic acid dimethyl ester with an amino diol was found at 80 °C, 90 minutes, under radiation of microwave at the power of 300 Watt. The product was obtained at 38.46% yield. Furthermore, the methodology was applied to synthesis radiographic material and was successful to obtain product with 48.78% yield. The products were characterized by NMR spectroscopy.

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Environmentally benign perfluorooctanesulfonate alternatives using a Zn/CuI mediated Michael-type addition in imidazolium ionic liquids

Green Chemistry ◽

10.1039/c3gc42642d ◽

2014 ◽

Vol 16 (5) ◽

pp. 2406-2410 ◽

Cited By ~ 12

Author(s):

B. V. D. Vijaykumar ◽

B. Premkumar ◽

Kiwan Jang ◽

Bong-In Choi ◽

J. R. Falck ◽

...

Keyword(s):

Ionic Liquids ◽

Environmentally Benign ◽

Imidazolium Ionic Liquids ◽

Michael Type Addition ◽

Perfluorooctanesulfonic Acid

Michael-type addition in imidazolium ionic liquids for the synthesis of bio-degradable and efficient alternatives to perfluorooctanesulfonic acid.

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Environmentally Benign Synthesis, Characterisation and Evaluation of Biological Activities of some novel N-Substituted imines of Indoles

international journal of green and herbal chemistry ◽

10.24214/ijghc/gc/8/1/14352 ◽

2019 ◽

Vol 8 (1) ◽

Keyword(s):

Biological Activities ◽

Environmentally Benign ◽

Benign Synthesis

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Adsorption and Purification of Baicalin from Scutellaria baicalensis Georgi Extract by Ionic Liquids (ILs) Grafted Silica

Molecules ◽

10.3390/molecules26082322 ◽

2021 ◽

Vol 26 (8) ◽

pp. 2322

Author(s):

Yunchang Fan ◽

Di Wu ◽

Sheli Zhang

Keyword(s):

Ionic Liquids ◽

Biological Activities ◽

Scutellaria Baicalensis ◽

Environmentally Benign ◽

Root Extract ◽

Isolation And Purification ◽

Scutellaria Baicalensis Georgi ◽

Reaction Media ◽

Langmuir And Freundlich Models ◽

Good Agreement

Baicalin which has multiple biological activities is the main active component of the root of Scutellaria baicalensis Georgi (SBG). Although its isolation and purification by adsorption methods have aroused much interest of the scientific community, it suffered from the poor selectivity of the adsorbents. In this work, an environmentally benign method was developed to prepare ionic liquids (ILs) grafted silica by using IL 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C4mim]NTf2) and ethanol as reaction media. The IL 1-propyl-3-methylimidazolium chloride ([C3mim]Cl) grafted silica ([C3mim]+Cl−@SiO2) was used to adsorb and purify baicalin from the root extract of Scutellaria baicalensis Georgi (SBG). Experimental results indicated that the adsorption equilibrium can be quickly achieved (within 10 min). The adsorption behavior of [C3mim]+Cl−@SiO2 for baicalin was in good agreement with Langmuir and Freundlich models and the adsorption was a physisorption process as suggested by Dubinin–Radushkevich model. Compared with commercial resins, [C3mim]+Cl−@SiO2 showed the strongest adsorption ability and highest selectivity. After desorption and crystallization, a purity of baicalin as high as 96.5% could be obtained. These results indicated that the ILs grafted silica materials were promising adsorbents for the adsorption and purification of baicalin and showed huge potential in the purification of other bioactive compounds from natural sources.

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Tunable aryl imidazolium ionic liquids (TAIILs) as environmentally benign catalysts for the esterification of fatty acids to biodiesel fuel

Catalysis Communications ◽

10.1016/j.catcom.2020.106243 ◽

2021 ◽

Vol 149 ◽

pp. 106243

Author(s):

Mayur Thul ◽

Amit Pantawane ◽

Wesley Lin ◽

Yi-Jyun Lin ◽

Po-Fang Su ◽

...

Keyword(s):

Fatty Acids ◽

Ionic Liquids ◽

Environmentally Benign ◽

Biodiesel Fuel ◽

Imidazolium Ionic Liquids

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Environmentally benign synthesis of bis(3-methyl-1H-indolyl)methane derivatives using ionic liquids

International Journal of Research and Applications ◽

10.17812/ijra.2.8(65)2015 ◽

2015 ◽

Vol 2 (8) ◽

pp. 382-387

Keyword(s):

Ionic Liquids ◽

Environmentally Benign ◽

Benign Synthesis

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Antimicrobial Potential of Benzimidazole Derived Molecules

Mini-Reviews in Medicinal Chemistry ◽

10.2174/1389557517666171101104024 ◽

2019 ◽

Vol 19 (8) ◽

pp. 624-646 ◽

Cited By ~ 7

Author(s):

Yogita Bansal ◽

Manjinder Kaur ◽

Gulshan Bansal

Keyword(s):

Biological Activities ◽

Benzimidazole Derivative ◽

Structural Similarity ◽

Living System ◽

Axial Ligand ◽

Benzimidazole Derivatives ◽

Research Groups ◽

Structural Resemblance ◽

Privileged Structure ◽

Anti Hiv

Structural resemblance of benzimidazole nucleus with purine nucleus in nucleotides makes benzimidazole derivatives attractive ligands to interact with biopolymers of a living system. The most prominent benzimidazole compound in nature is N-ribosyldimethylbenzimidazole, which serves as an axial ligand for cobalt in vitamin B12. This structural similarity prompted medicinal chemists across the globe to synthesize a variety of benzimidazole derivatives and to screen those for various biological activities, such as anticancer, hormone antagonist, antiviral, anti-HIV, anthelmintic, antiprotozoal, antimicrobial, antihypertensive, anti-inflammatory, analgesic, anxiolytic, antiallergic, coagulant, anticoagulant, antioxidant and antidiabetic activities. Hence, benzimidazole nucleus is considered as a privileged structure in drug discovery, and it is exploited by many research groups to develop numerous compounds that are purported to be antimicrobial. Despite a large volume of research in this area, no novel benzimidazole derived compound has emerged as clinically effective antimicrobial drug. In the present review, we have compiled various reports on benzimidazole derived antimicrobials, classified as monosubstituted, disubstituted, trisubstituted and tetrasubstituted benzimidazoles, bisbenzimidazoles, fused-benzimidazoles, and benzimidazole derivative-metal complexes. The purpose is to collate these research reports, and to generate a generalised outlay of benzimidazole derived molecules that can assist the medicinal chemists in selecting appropriate combination of substituents around the nucleus for designing potent antimicrobials.

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Metal and Non-Metal Catalysts in the Synthesis of Five-Membered S-Heterocycles

Current Organic Synthesis ◽

10.2174/1570179416666181207144430 ◽

2019 ◽

Vol 16 (2) ◽

pp. 258-275 ◽

Cited By ~ 2

Author(s):

Navjeet Kaur

Keyword(s):

Organic Synthesis ◽

Biological Activities ◽

Reaction Times ◽

Research Field ◽

Environmentally Benign ◽

Metal Catalyst ◽

Efficient Synthesis ◽

Heterocyclic Molecules ◽

The Past ◽

Harsh Conditions

Background:A wide variety of biological activities are exhibited by N, O and S containing heterocycles and recently, many reports appeared for the synthesis of these heterocycles. The synthesis of heterocycles with the help of metal and non-metal catalyst has become a highly rewarding and important method in organic synthesis. This review article concentrated on the synthesis of S-heterocylces in the presence of metal and non-metal catalyst. The synthesis of five-membered S-heterocycles is described here.Objective:There is a need for the development of rapid, efficient and versatile strategy for the synthesis of heterocyclic rings. Metal, non-metal and organocatalysis involving methods have gained prominence because traditional conditions have disadvantages such as long reaction times, harsh conditions and limited substrate scope.Conclusion:The metal-, non-metal-, and organocatalyst assisted organic synthesis is a highly dynamic research field. For ßthe chemoselective and efficient synthesis of heterocyclic molecules, this protocol has emerged as a powerful route. Various methodologies in the past few years have been pointed out to pursue more sustainable, efficient and environmentally benign procedures and products. Among these processes, the development of new protocols (catalysis), which avoided the use of toxic reagents, are the focus of intense research.

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Comment on “Solubilities of ammonia in basic imidazolium ionic liquids” [Fluid Phase Equilib. 297 (2010) 34–39]

Fluid Phase Equilibria ◽

10.1016/j.fluid.2019.03.015 ◽

2019 ◽

Vol 492 ◽

pp. 78-79 ◽

Cited By ~ 1

Author(s):

Kai Cui ◽

J.R. Schmidt

Keyword(s):

Ionic Liquids ◽

Fluid Phase ◽

Imidazolium Ionic Liquids

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ChCl: Gly (DESs) Promote Environmentally Benign Synthesis of Xanthene Derivatives and Their Antitubercular Activity

Molecules ◽

10.3390/molecules26123667 ◽

2021 ◽

Vol 26 (12) ◽

pp. 3667

Author(s):

Mashooq A. Bhat ◽

Ahmed M. Naglah ◽

Siddique Akber Ansari ◽

Hanaa M. Al-Tuwajiria ◽

Abdullah Al-Dhfyan

Keyword(s):

Reaction Times ◽

Antitubercular Activity ◽

Antimycobacterial Activity ◽

Environmentally Benign ◽

Reaction Yield ◽

Benign Synthesis ◽

Xanthene Derivatives ◽

Wide Range ◽

Major Application

A ChCl: Gly (DESs) promoted environmentally benign method was developed for the first time using the reaction of aryl aldehydes and dimedone to give excellent yields of xanthene analogues. The major application of this present protocol is the use of green solvent, a wide range of substrate, short reaction times, ease of recovery, the recyclability of the catalyst, high reaction yield, and ChCl: Gly as an alternative catalyst and solvent. In addition to this, all the synthesized compounds were evaluated for their in vitro antimycobacterial activity against M. tuberculosis H37Ra (MTB) and M. bovis BCG strains. The compounds 3d, 3e, 3f, and 3j showed significant antitubercular activity against MTB and M. bovis strains with minimum inhibitory concentration (MIC) values of 2.5−15.10 µg/mL and 0.26–14.92 µg/mL, respectively. The compounds 3e, 3f, and 3j were found to be nontoxic against MCF-7, A549, HCT 116, and THP-1 cell lines. All the prepared compounds were confirmed by 1H NMR and 13C NMR analysis.

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