69570-93-0Relevant academic research and scientific papers
1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles
Kalhor, Mehdi,Zarnegar, Zohre
, p. 519 - 540 (2021/12/03)
In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]
Cobalt ferrite magnetic nanoparticles as highly efficient catalyst for the mechanochemical synthesis of 2-aryl benzimidazoles
Borade, Ravikumar M.,Jadhav, K. M.,Kale, Swati B.,Pawar, Rajendra P.,Tekale, Sunil U.
, (2021/08/27)
A highly efficient magnetically separable nano cobalt ferrite catalyst was synthesized via the sol-gel auto combustion method, characterized by powder XRD, SEM, TEM, UV–Visible, FT-IR, magnetic study, and BET isotherm analysis. The synthesized material was found to be an efficient heterogeneous Lewis acid catalyst for the synthesis of 2-aryl benzimidazole derivatives via solvent-free mechanochemical synthesis. The notable features of this new protocol include solvent-free reaction, cost-effectiveness, good yields, and environmental friendliness to afford the products within a short reaction time along with easy recovery and reuse of the nano catalyst.
Synthesis of new TCH/Ni-based nanocomposite supported on SBA-15 and its catalytic application for preparation of benzimidazole and perimidine derivatives
Kalhor, Mehdi,Rezaee-Baroonaghi, Fahimeh,Dadras, Akbar,Zarnegar, Zohre
, (2019/03/21)
A stable nickel-decorated SBA-15 nanocomposite (Ni/TCH@SBA-15) was synthesized through surface modification of silica nanoparticles with 3-chloropropyltriethoxysilane (CPTES) and thiocarbohydrazide (TCH) followed by metal–ligand coordination with Ni (II). The structure of this organometallic nanocomposite was characterized by Fourier transform-infrared, field emission-scanning electron microscopy, EDAX, transmission electron microscopy, atomic absorption spectroscopy and N2 adsorption–desorption (Brunauer–Emmett–Teller) techniques. The catalytic performance of Ni/TCH@SBA-15 (NNTS-15) was determined for the synthesis of 2-aryl-substituted benzimidazoles and 2,3-dihydroperimidines. The excellent yields within shorter reaction times, simplicity of catalytic methods, non-toxicity and clean reactions, mild reaction conditions and easy work-up procedure are the important merits of these synthetic protocols. Moreover, the Ni (II) bonded to the SBA-15 surface was stable under the catalytic reaction conditions resulting in its efficient recycling and reuse.
Remarkable Acceleration of Benzimidazole Synthesis and Cyanosilylation Reactions in a Supramolecular Solid Catalyst
Rojas-Buzo, Sergio,García-García, Pilar,Corma, Avelino
, p. 997 - 1004 (2017/03/27)
A solid metal–organic catalyst with hydrophobic pockets and Lewis acid centers strongly accelerates the reaction rate for organic reactions. This is exemplified for the cyanosilylation of ketones and for the synthesis of benzimidazoles, for which very hig
Benzimidazole based mesogenic Schiff-bases: Synthesis and characterization
Dubey, Ragini,Yerrasani, Rajasekhar,Karunakar,Singh, Angad Kumar,Gupta, Rupali,Ganesan, Vellaichamy,Rao
, p. 106 - 114 (2017/05/25)
Two homologous series of mesogenic Schiff-bases, N-4-((alkoxy)-(phenyl-3-hydroxy-4-(4-(5-methylbenzimidazol))-2-alkoxysalicylaldimine)benzoate (7a–d) and N-4′-(5-methyl-benzimidazole)-phenyl-4-alkoxysalicylaldimine (8a–d) incorporating benzimidazole moiety have been prepared and the molecular structures studied by FT-IR, NMR and ESI-MS spectrometry. Mesogenic behaviour was investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and variable temperature powder X-ray diffraction (PXRD) techniques. Changing the spacer (ester-linked to non-ester linked) of the Schiff-base results in enhancement of thermal stability and phase transition temperature. The members of series-I show monotropic SmA while those of series-II reflect enantiotropic SmA mesomorphism. An electrochemical study of a representative Schiff base in each series (7d and 8c) showed an electrical band gap 1.26?eV and 1.22?eV respectively.
Design, synthesis, α-glucosidase inhibitory activity, molecular docking and QSAR studies of benzimidazole derivatives
Dinparast, Leila,Valizadeh, Hassan,Bahadori, Mir Babak,Soltani, Somaieh,Asghari, Behvar,Rashidi, Mohammad-Reza
, p. 84 - 94 (2016/03/01)
In this study the green, one-pot, solvent-free and selective synthesis of benzimidazole derivatives is reported. The reactions were catalyzed by ZnO/MgO containing ZnO nanoparticles as a highly effective, non-toxic and environmentally friendly catalyst. T
One-pot synthesis of benzimidazoles in water in the presence of SiO 2-OPO3H
Mirjalili,Bamoniri,Rahimi Kazerouni
, p. 35 - 40 (2014/05/06)
Silica-bound phosphoric acid (SiO2-OPO3H), as an eco-friendly, reusable, and heterogeneous catalyst, was applied for synthesis of 2-substituted benzimidazoles in water at 70°C. Very short reaction times, clean work-up, and high yields are among the advantages of this protocol.
Construction and screening of 2-aryl benzimidazole library identifies a new antifouling and antifungal agent
Majik, Mahesh S.,Tilvi, Supriya,Mascarenhas, Stacey,Kumar, Vikash,Chatterjee, Amrita,Banerjee, Mainak
, p. 28259 - 28264 (2014/07/22)
Biofouling is the undesirable growth of organisms on artificial and natural structures immersed in either seawater or freshwater. It causes huge economic loss and also the global prohibition on known antifouling agents has led to an increased search for safe and effective antifouling agents. In the past, marine natural products have shown tremendous potential by providing new skeletons that could be used as eco-friendly antifouling agents. The library of the 2-aryl benzimidazole core inspired from marine natural products (oroidin and bromoageliferin) was identified and synthesized to explore the antifouling/antifungal properties for the first time. Twelve 2-aryl benzimidazole derivatives were synthesized and evaluated for their antifouling performance against 10 strains of marine biofilm forming bacteria developed on copper panels exposed for 14 days at Dona Paula, Arabian Sea, India. These compounds were also evaluated for their antibacterial and antifungal activities. Two compounds, i.e.4j and 4l, showed a broad spectrum of antifouling activities against nine marine fouling species, whereas 2-(furan-2-yl)-1H-benzo[d] imidazole 4g showed strong antifungal activity against the clinical pathogen Aspergillus niger. Our results reveal that the 2-aryl substituent on the benzimidazole core had strong impact on their biological profile. Moreover, here we report the first study of the benzimidazole library as a target in 10 representative fouling strains.
DBSA mediated chemoselective synthesis of 2-substituted benzimidazoles in aqueous media
Kumar, Vikash,Khandare, Dipratn G.,Chatterjee, Amrita,Banerjee, Mainak
, p. 5505 - 5509 (2013/09/23)
An efficient synthetic method has been developed for the facile synthesis of 2-substituted benzimidazoles in organized aqueous media in the presence of a surfactant (viz. DBSA) as catalyst and I2 as co-catalyst. The method described has the advantages of operational simplicity, excellent yields, high chemoselectivity, and clean and green reaction profile.
Synthesis of benzimidazoles by Cu2O-catalyzed cascade reactions between o-haloaniline and amidine hydrochlorides
Qu, Yanyang,Pan, Lei,Wu, Zhiqing,Zhou, Xiangge
supporting information, p. 1717 - 1719 (2013/03/13)
An efficient Cu2O-catalyzed method for the synthesis of benzimidazole derivatives from amidine hydrochlorides and o-haloaniline has been developed. The cascade C-N coupling and intramolecular transamination reaction provided benzimidazole deriv
