1728-95-6

Basic information

• Product Name: 2-(2-METHOXYPHENYL)-4,5-DIPHENYL-1H-IMIDAZOLE
• Synonyms: Imidazole,2-(p-methoxyphenyl)-4,5-diphenyl- (7CI,8CI);2-(4-Methoxyphenyl)-4,5-diphenyl-1H-imidazole; 2-(4-Methoxyphenyl)-4,5-diphenylimidazole;2-(4-Methoxyphenyl)-4,5-triphenyl-1H-imidazole;2-(p-Methoxyphenyl)-4,5-diphenylimidazole; Aniphendazole
• CAS NO: 1728-95-6
• Molecular Formula: C₂₂H₁₈N₂O
• Molecular Weight: 326.39112
• Mol File: 1728-95-6.mol
• Article Data: 139

Chemical Properties

• Boiling Point: 536.5°Cat760mmHg
• Flash Point: 188.8°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 4.85E-11mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 2-(2-METHOXYPHENYL)-4,5-DIPHENYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-METHOXYPHENYL)-4,5-DIPHENYL-1H-IMIDAZOLE(1728-95-6)
• EPA Substance Registry System: 2-(2-METHOXYPHENYL)-4,5-DIPHENYL-1H-IMIDAZOLE(1728-95-6)

Safety Data

• Hazardous Substances Data: 1728-95-6(Hazardous Substances Data)

Usage

Class

Imidazole derivatives

Structure

Phenyl group substituted with a methoxy group at the 2-position, and two phenyl groups at the 4 and 5 positions of the imidazole ring

Potential pharmacological properties

Used in the research and development of new drugs

Applications

Organic synthesis and materials science

Additional studies required

To determine specific biological activities and potential applications.

InChI:InChI=1/C22H18N2O/c1-25-19-14-12-18(13-15-19)22-23-20(16-8-4-2-5-9-16)21(24-22)17-10-6-3-7-11-17/h2-15H,1H3,(H,23,24)

Upstream product

• 134-81-6 benzil 
• 105-13-5 4-Methoxybenzyl alcohol 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 501-65-5 diphenyl acetylene 
• 20714-90-3 4-Methoxymandelic acid 
• 24242-77-1 α-iodo-α-phenylacetophenone 
• 451-40-1 phenyl benzyl ketone 
• 123-11-5 4-methoxy-benzaldehyde 
• 1448032-62-9 2-(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-4,5-diphenyl-1H-imidazole 
• 211615-68-8 4,5-dibromo-2-(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 
• 631-61-8 ammonium acetate 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 55864-10-3 [2-(4-methoxy-phenyl)-4,5-diphenyl-imidazol-1-yl]-acetic acid 
• 1272541-97-5 2‐(2‐(4‐methoxyphenyl)‐4,5‐diphenyl‐1H‐imidazol‐1‐yl)acetohydrazide 
• 142217-24-1 1-(7-Ethoxycarbonylheptyl)2-(4-methoxyphenyl)-4,5-diphenylimidazole 
• 1914-97-2 4-hydroperoxy-2-(4-methoxyphenyl)-4,5-diphenyl-4-imidazole 

Relevant articles and documents

Bronsted acidic ionic liquid catalyzed an eco-friendly and efficient procedure for synthesis of 2,4,5-trisubstituted imidazole derivatives under ultrasound irradiation and optimal conditions

Abstract: 2-[(1H-imidazol-3-ium-3-yl)methyl]-4-{bis[3-((1H-imidazol-3-ium-3-yl) methyl-(4-hydroxyphenyl]methylene}cyclohexa-2,5-dienone trihydrogen sulfate ([2-(imm)-4-{b(immh)m}c][HSO4]3), as the new Bronsted acidic ionic liquid, is effectively prepared and revealed by using FTIR, 1H NMR, SEM, EDS, XRD and mass data. Afterward, its catalytic activity was investigated for the synthesis of 2,4,5-trisubstituted imidazole derivatives via the simple reaction between different aldehydes, ammonium acetate and benzil/benzoin under ultrasound irradiation at ambient temperature and optimal conditions. The novel procedure has the advantages of high yields, easy handling, short reaction times, and being eco-friendly and economical. Moreover, the catalyst can be easily recovered for several times without any additional treatment. Graphic abstract: [Figure not available: see fulltext.].

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Microwave-assisted solid-phase synthesis of 2,4,5-triaryl imidazoles in solventless system: An improved protocol

The solventless microwave-assisted synthesis of 2,4,5-triaryl imidazoles from 1,2-diphenylethandione or 2-hydroxy-1,2-diphenylethanone in the presence of NH4OAc/NaHSO4 supported onto silica gel under microwave irradiation is reported.

One-Pot Three-Component Synthesis of 2,4,5-Triaryl-1H-imidazoles Using Mn2+Complex of [7-Hydroxy-4-methyl-8-coumarinyl] Glycine as a Heterogeneous Catalyst

A highly efficient and simple synthesis of 2,4,5-trisubstituted imidazoles has been developed using highly reusable support‐free Mn2+complex of [7-hydroxy-4-methyl-8-coumarinyl] glycine as a heterogeneous catalyst via a one-pot three-component reaction of benzil, aldehydes and ammonium acetate as a nitrogen source. Moreover, this catalyst was characterized by various techniques such as field emission scanning electron microscope (FE-SEM), energy dispersive X-ray spectroscopy (EDX), FT-IR spectroscopy, powder X-ray diffraction (XRD), inductively coupled plasma (ICP) and thermal gravimetric analysis (TGA). Also, the catalyst is stable and could be reused for at least six times without significant loss of activity. Graphic Abstract: [Figure not available: see fulltext.]

Simple practical method for synthesis of trisubstituted imidazoles: an efficient copper catalyzed multicomponent reaction

A rapid practical process has been developed for synthesis of 2,4,5-trisubstituted-imidazoles in excellent yields up to 95% from readily available starting materials. In this CuI catalyzed synthesis, trisubstituted imidazoles were afforded in short reaction times, wherein the substrate scope is well explored with benzoin as well as benzil reacting with different aldehydes in the presence of ammonium acetate as the nitrogen source.

Magnetic nanoparticle-supported sulfonic acid as a green catalyst for the one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions

In this work, magnetic nanoparticle-supported sulfonic acid (γ-Fe2O3-SO3H) is used as an efficient catalyst in the synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles in a short time (40-70 min for trisubstituted imidazoles and 30-40 min for tetrasubstituted imidazoles) and high-purity products were obtained (92-98% for trisubstituted imidazoles and 94-98% for tetrasubstituted imidazoles) in simple multicomponent reactions. The structure of these products was confirmed via FT-IR and NMR. Green and recyclable catalysts, eco-friendly and solvent-free conditions, high catalytic activity, shorter reaction time, easy recovery by an external magnet, high purity, and excellent yields are some features of these reactions.