24052-14-0

Basic information

• Product Name: 1H-Imidazole, 4-(4-methylphenyl)-2,5-diphenyl-
• CAS NO: 24052-14-0
• Molecular Formula: C22H18N2
• Molecular Weight: 310.398
• Mol File: 24052-14-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole, 4-(4-methylphenyl)-2,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole, 4-(4-methylphenyl)-2,5-diphenyl-(24052-14-0)
• EPA Substance Registry System: 1H-Imidazole, 4-(4-methylphenyl)-2,5-diphenyl-(24052-14-0)

Safety Data

• Hazardous Substances Data: 24052-14-0(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 104-84-7 para-methylbenzylamine 
• 1074-12-0 phenylglyoxal hydrate 
• 135120-37-5 N-(2-oxo-2-phenyl-1-(p-tolyl)ethyl)benzamide 
• 100-46-9 benzylamine 
• 780-25-6 N-benzylidene benzylamine 
• 55-21-0 benzamide 
• 2166-87-2 2-benzoylamino-2-hydroxy-1-phenyl-ethanone 
• 536-74-3 phenylacetylene 
• 1414852-90-6 MIDA (1,2-dioxo-2-phenylethyl)boronate 
• 4363-35-3 Dihydroxy-styryl-boran 
• 1152427-93-4 C₁₃H₁₄BNO₄ 
• 37019-83-3 1,3-Diphenyl-2-azaallyl-lithium 
• 104-85-8 para-methylbenzonitrile 

Relevant articles and documents

Imidazole synthesis by transition metal free, base-mediated deaminative coupling of benzylamines and nitriles

A transition metal free, straightforward synthetic method for the preparation of substituted imidazoles is reported herein. Base promoted, deaminative coupling of benzylamines with nitriles results in the one-step synthesis of 2,4,5-trisubstituted imidazoles with liberation of ammonia. This protocol provides a practical strategy for the synthesis of valuable imidazole derivatives from readily available starting materials.

Oxalyl Boronates Enable Modular Synthesis of Bioactive Imidazoles

Described herein is the preparation of oxalyl boronate building blocks and their application for the construction of heterocycles. The oxalyl unit, readily accessible through commercially available starting materials, enables a modular approach for the synthesis of imidazoles. A variety of aromatic, heteroaromatic, and alkyl carboxaldehydes were condensed with oxalyl boronates to afford substituted boryl imidazoles in a regiocontrolled fashion. Subsequent palladium-catalyzed cross-coupling with haloarenes furnished the desired trisubstituted imidazole scaffolds. To demonstrate the utility of these scaffolds, potent inhibitors of the serine/threonine-protein kinase STK10 were synthesized.

1,3-Anionic Cycloadditions, XVII. Synthesis of Imidazolines and Imidazoles by Cycloaddition of 2-Azaallyllithium Compounds to Aromatic Nitriles

1,3-Diphenyl-2-azaallyllithium (1c) reacts with aromatic nitriles by cycloaddition and subsequent dehydration to give lithiated imidazoles (3b). 1,1-Diphenyl-2-azaallyllithium (1a) under corresponding conditions gives either by cycloaddition lithiated imidazolines (2) or by normal addition lithiated open-chain enamines (5a, b).The enamines formed (4-amino-2-azabutadienes) are isolable in spite of their primary amino group. - Cycloaddition in preparatively useful yield was not possible with aliphatic nitriles.