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Usage

Uses

Used in Organic Synthesis:
2,4,5-tris(4-methoxyphenyl)-1H-imidazole is used as a key intermediate in organic synthesis for the preparation of other organic compounds. Its unique structure allows for the formation of various chemical bonds and reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4,5-tris(4-methoxyphenyl)-1H-imidazole is used as a ligand in coordination chemistry. Its ability to form stable complexes with metal ions makes it a promising candidate for the development of new drugs and pharmaceutical agents. 2,4,5-tris(4-methoxyphenyl)-1H-imidazole's potential biological activities also make it a subject of interest for medicinal research.
Used in Material Science:
2,4,5-tris(4-methoxyphenyl)-1H-imidazole is utilized in material science for the development of new materials with specific properties. Its unique chemical structure allows for the creation of materials with tailored characteristics, such as improved stability, reactivity, or selectivity, which can be applied in various fields, including catalysis, sensors, and advanced materials.
Overall, 2,4,5-tris(4-methoxyphenyl)-1H-imidazole is a versatile chemical compound with significant applications in organic synthesis, pharmaceuticals, and material science. Its unique properties and potential for further research make it an important compound in both academic and industrial settings.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 1226-42-2 1,2-bis(4-methoxyphenyl)-1,2-ethanedione 
• 119-52-8 4,4'-dimethoxybenzoin 
• 2393-23-9 4-methoxy-benzylamine 
• 100-52-7 benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 874-90-8 4-methoxybenzonitrile 
• 104-01-8 4-Methoxyphenylacetic acid 
• 119208-80-9 1,3,5-tris(4-methoxyphenyl)-2,4-diazapenta-1,4-diene 
• 29559-26-0 (p-methoxyphenyl)nitromethane 
• 631-61-8 ammonium acetate 

Relevant academic research and scientific papers

Effect of OH, NH2 and OCH3 groups on the corrosion inhibition efficacy of three new 2,4,5-trisubstituted imidazole derivatives on mild steel in acidic solutions: Experimental, surface and DFT explorations

Three new imidazole derivatives namely,4-(4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl)phenol (IM1), 4-(4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl)benzenamine (IM2), 2,4,5-tris(4-methoxy phenyl)-1H-imidazole (IM3) were synthesized using microwave irradiation method. The noteworthy highlights of this method are safe reaction profiles, broad substrate scope, short run time, catalyst-free, excellent yields, economical, solvent-free, and simple workup conditions. The structural characterization of all the imidazole derivatives has been confirmed by 1HNMR and mass spectral techniques. The corrosion inhibition potential of all the imidazoles was explored using weight loss and electrochemical methods. The imidazole derivative (IM1) bearing a hydroxyl group exhibited maximum corrosion inhibition efficiency compared to other imidazoles (up to 96%). Strong adsorption of studied imidazole molecules followed the Langmuir model with very good correlation coefficients. The calculated Gibbs free energy of adsorption values suggested the mixed type of adsorption (physisorption and chemisorption). The polarization measurements indicated studied imidazole derivatives as mixed types of corrosion inhibitors. Further, scanning electron microscopy (SEM), XPS and XRD were performed to study the surface morphology of Mild steel (MS) surface. Quantum chemical calculations (DFT) was used to prove the obtained inhibition efficiencies (η %).

Facile fabrication of porous magnetic covalent organic frameworks as robust platform for multicomponent reaction

The design of cheap yet efficient nanoporous magnetic catalysts for the environmentally benign process's widespread application is an extremely attractive, challenging chemical research field. A novel porous magnetic covalent organic framework was prepared by the condensation reaction of melamine and terephthaladehyde on the surface of 3,4-dihydroxybenzaldehyde coated magnetic Fe3O4 nanoparticles COF@Fe3O4 under hydrothermal conditions for the first time. The high surface area magnetic COF could exhibit superior catalytic activity for sustainable synthesis of trisubstituted and tetrasubstituted imidazoles and pyrroles in good to excellent yields in PEG as solvent under environmentally friendly, ambient conditions and making the overall process economical, efficient, and green. The retrievable catalyst in PEG is general and applicable to a broad substrate scope and functional group compatibility. The structure and morphology of the COF@Fe3O4 were characterized by FTIR, XRD, EDX, and SEM spectroscopy. The COF@Fe3O4 magnetic catalyst was recovered by an external magnet and used for several cycles without significant catalytic activity loss.

Preparation method for 2,4,5-trisubstituted imidazole compound

The invention relates to a preparation method for 2,4,5-trisubstituted imidazole. According to the method, benzylamine is used as a substrate, and ZnIn2S4 is used as a photocatalyst; and under the condition of illumination of visible light, benzylamine un

Magnetically separable and recyclable g-C3N4 nanocomposite catalyzed one-pot synthesis of substituted imidazoles

A green, reliable synthetic method and highly efficient one-pot three-component synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketones, aldehydes and ammonium acetate in the presence of recyclable magnetic graphitic carbon nitride nanocomposite (Fe3O4@g-C3N4) has been developed. Various imidazole derivatives were obtained in moderate to excellent yields and high purity after recrystallization from ethanol. Interestingly, the low-cost Fe3O4@g-C3N4 a nontoxic and inexpensive catalyst showed excellent recyclability using an external magnet without loss of parent catalytic activity even after ten cycles and its provides new opportunities for the truly environmental friendliness methodology.

Photocatalytic coupling of amines to imidazoles using a Mo-ZnIn2S4 catalyst

Substituted imidazoles are traditionally synthesized by co-condensation of multiple feedstocks. Herein, we report a new route for the synthesis of substituted imidazoles via photocyclization of readily available amines at room temperature. The reaction is achieved by the visible-light-induced C-C/C-N bond coupling and subsequent dehydrogenation reaction over Mo-ZnIn2S4 as a heterogeneous photocatalyst. A wide range of amines were converted into the corresponding tri- and tetra-substituted imidazoles with up to 96% total yields. The simplicity, high efficiency and mild condition merits of this new reaction will enable it to be useful in synthetic transformations.

Fused imidazoles as potential chemical scaffolds for inhibition of heat shock protein 70 and induction of apoptosis. Synthesis and biological evaluation of phenanthro[9,10-d] imidazoles and imidazo[4,5-f] [1,10]phenanthrolines

The imidazole ring is widespread in biologically active compounds, and hence imidazole-containing scaffolds are useful starting points for drug discovery programmes. We report the synthesis of a series of novel imidazole-containing compounds fused with either phenanthrene or phenanthroline, which show enhanced growth inhibitory potency against human colon, breast and melanoma cancer cell lines, as well as evidence of inhibition of the molecular chaperone heat shock protein 70 (Hsp70) pathway in cells, as shown by depletion of downstream oncogenic client proteins of the Hsp90 chaperone pathway, and induction of apoptosis.

Efficient synthesis of 2,4,5-triaryl-1H-imidazoles from aromatic aldehydes with HMDS catalyzed by N-bromosaccharin (NBSa)

A one-pot efficient procedure for the synthesis of 2, 4, 5-triaryl-1H-imidazole derivatives by the reactions of hexamethyldisilazane and arylaldehydes in the presence of N-bromosaccharin (NBSa) is studied. This new method offers several advantages, such as excellent yields, easy workup, short reaction times, and simple procedure.

Fe3O4@chitosan nanoparticles: A valuable heterogeneous nanocatalyst for the synthesis of 2,4,5-trisubstituted imidazoles

Chitosan-coated Fe3O4 nanoparticles (Fe 3O4@CS) were prepared simply through in situ co-precipitation of Fe2+ and Fe3+ ions via NH 4OH in an aqueous solution of chitosan and their catalytic activity was investigated in the synthesis of 2,4,5-trisubstituted imidazoles by a one-pot condensation of benzil derivatives, aryl aldehydes and ammonium acetate in EtOH. This novel method offers several advantages compared to those reported in the previous literature, including avoiding the use of harmful catalysts, easy and quick isolation of the products, excellent yields, mild and clean conditions, and simplicity of the methodology. High catalytic activity and ease of recovery using an external magnetic field are additional eco-friendly attributes of this catalytic system. This journal is the Partner Organisations 2014.

A highly efficient magnetic solid acid catalyst for synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation

Fe3O4 nanoparticles were prepared by chemical coprecipitation method and subsequently coated with 3-aminopropyltriethoxysilane (APTES) via silanization reaction. Grafting of chlorosulfuric acid on the amino-functionalized Fe3O4 nanoparticles afforded sulfamic acid-functionalized magnetic nanoparticles (SA-MNPs). SA-MNPs was found to be a mild and effective solid acid catalyst for the efficient, one-pot, three-component synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation. This protocol afforded corresponding imidazoles in shorter reaction durations, and in high yields. This green procedure has many obvious advantages compared to those reported in the previous literatures, including avoiding the use of harmful catalysts, easy and quick isolation of the products, excellent yields, short routine, and simplicity of the methodology.

One-pot synthesis of polysubstituted imidazoles from arylaldehydes in water catalyzed by nhc using microwave irradiation

A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carbine (NHC), under microwave irradiation in water to afford trisubstituted imidazoles (3a-i). If arylamine is added in the solution, tetrasubstituted imidazoles (4a-g) can be obtained. Lepidilines B and trifenagrel are also synthesized in high yield using this procedure. All the experiment deta are in agreement with the literature.