36755-98-3Relevant articles and documents
Organocatalyzed Solvent Free and Efficient Synthesis of 2,4,5-Trisubstituted Imidazoles as Potential Acetylcholinesterase Inhibitors for Alzheimer's Disease
Ashraf, Muhammad,Khan, Muhammad Asim,Liu, Xiao,Mutahir, Sadaf,Pervaiz, Sania,Tariq, Sidrah,Ullah, Islam,Zhou, Bao-Jing
, (2020/02/28)
The catalytic potential of pyridine-2-carboxlic acid has been evaluated for efficient, green and solvent free synthesis of 2,4,5-trisubstituted imidazole derivatives 3a–3m. The compounds 3a–3m were synthesized by one pot condensation reaction of substituted aromatic aldehydes, benzil, and ammonium acetate in good to excellent yields (74–96 %). To explore the potential of these compounds against Alzheimer's disease, their inhibitory activities against acetylcholinesterase (AChE) were evaluated. In this series of compounds, compound 3m, bearing one ethoxy and a hydroxy group on the phenyl ring on 2,4,5-trisubstituted imidazoles, proved to be a potent AChE inhibitor (102.56±0.14). Structure–activity relationship (SAR) of these compounds was developed. Molecular dockings were carried out for the compounds 3m, 3e, 3k, 3c, 3a, 3d, 3j, and 3f in order to further investigate the binding mechanism. The inhibitor molecule was molecularly docked with acetylcholinesterase to further study its binding mechanism. The amino group of the compound 3m forms an H-bond with the oxygen atom of the residue (i. e., THR121) which has a bond length of 3.051 ?.
Benzethonium Chloride Catalyzed One Pot Synthesis of 2,4,5-trisubstituted Imidazoles and 1,2,4,5-tetrasubstituted Imidazoles in Aqueous Ethanol as a Green Solvent
Parthiban,Joel Karunakaran
, p. 3004 - 3015 (2019/01/05)
A simple, efficient procedure has been developed using N-cationic surfactant namely Benzethonium chloride (BzthCl, 10 mol%) as novel catalyst for the synthesis of 2,4,5-trisubstituted imidazoles by condensation of aldehyde, ammonium acetate and benzil usi
Shape-dependent catalytic activity of Fe3O4 nanostructures under the influence of an external magnetic field for multicomponent reactions in aqueous media
Rafiee,Joshaghani,Ghaderi-Shekhi Abadi
, p. 74091 - 74101 (2015/09/15)
High-quality and high-active one-dimensional (1-D) Fe3O4 nanostructures were synthesized via an external magnetic field (EMF) at the intensity range 0-526 μT in aqueous solution, without using any surfactant and organic solvent at room temperature. Characterization of the products was carried out using scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction spectroscopy (XRD), Fourier transform infrared spectrophotometry (FT-IR), a laser particle size analyzer, surface area (Brunauer-Emmett-Teller, BET), and vibrating sample magnetometer (VSM). The results show that EMF at a critical adjusted intensity has a great influence on the structural features such as the morphology, particle size, surface pore size distribution, and magnetic properties of the Fe3O4 nanostructure. The morphology changed from peg-like network structures to needle-like cage structures by an exposure synthesis treatment with EMF at an intensity of 362 μT. The catalytic activity of two nanostructures prepared in the presence and absence of EMF were compared in a tricomponents reaction (TCR) for the synthesis of trisubstituted imidazoles under electromagnetic irradiation. The best results were obtained for the catalyst produced in the presence of EMF while the tricomponent reaction was carried out in the absence of EMF. This EMF condition was used for the preparation of a series of alkyl-, aryl-, and heteroaryl-substituted imidazoles from the corresponding benzoin and benzil in aqueous solution as green reaction conditions. It was found that the catalyst can be efficiently recycled and reused for several repeating cycles without significant loss of catalytic activity.
KSF supported 10-molybdo-2-vanadophosphoric acid as an efficient and reusable catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazole derivatives under solvent-free condition
Chavan, Laxmikant D.,Shankarwar, Sunil G.
, p. 1054 - 1059 (2015/07/01)
The one-pot three-component cyclocondensation has been developed involving the reaction of benzil with an aromatic aldehydes and ammonium acetate under thermal solvent-free conditions in the presence of a KSF supported 10-molybdo-2-vanadophosphoric acid catalyst. 10-Molybdo-2-vanadophosphoric acid was immobilized on KSF with a 20% loading, which showed the highest catalytic activity. The catalyst was fully characterized using FT-IR spectroscopy, thermal analysis, XRD and SEM analysis techniques. There are several distinct advantages to this protocol, including high yields, short reaction time, operational simplicity and a recyclable catalyst with a facile work-up procedure.
An efficient and novel one-pot synthesis of 2,4,5-triaryl-1H-imidazoles catalyzed by UO2(NO3)2.6H2O under heterogeneous conditions
Satyanarayana, Vardhineedi Sri Venkata,Sivakumar, Amaravadi
experimental part, p. 519 - 526 (2012/07/03)
An efficient, convenient, and novel one-pot method of 2,4,5-triaryl-1H- imidazoles synthesis using benzil, arene carbaldehydes, and ammonium acetate, catalyzed by uranyl nitrate hexahydrate [UO2(NO3) 2.6H2O] sup
Efficient synthesis of imidazoles from aldehydes and 1,2-Diketones under superheating conditions by using a continuous flow microreactor system under pressure
Kong, Lingjie,Lv, Xiaoming,Lin, Qi,Liu, Xiaofeng,Zhou, Yaming,Jia, Yu
experimental part, p. 902 - 904 (2011/03/20)
A simple and efficient method for the synthesis of 2,4,5-trisubstituted imidazoles has been developed by using a continuous flow microreactor system under pressure; aryl-, alkyl-, and heteroaryl-substituted imidazoles were obtained in high yields within 2 min under superheating conditions.
Synthesis of 2,4,5-trisubstituted imidazoles catalyzed by [Hmim]HSO 4 as a powerful Broensted acidic ionic liquid
Khosropour, Ahmad R.
, p. 264 - 269 (2008/09/19)
An efficient and green procedure for the synthesis of 2,4,5-trisubstituted imidazoles with various aldehydes using a catalytic amount of 1-methylimidazolium hydrogenesulfate as an active and low cost Broensted acidic room temperature ionic liquid has been developed. The ionic liquid was easily separated from the reaction mixture and was recycled five times without any loss in activity.
