52159-88-3

Basic information

• Product Name: 1H-Benzimidazole, 4-methyl-2-phenyl-1-(phenylmethyl)-
• CAS NO: 52159-88-3
• Molecular Formula: C21H18N2
• Molecular Weight: 298.387
• Mol File: 52159-88-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 4-methyl-2-phenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 4-methyl-2-phenyl-1-(phenylmethyl)-(52159-88-3)
• EPA Substance Registry System: 1H-Benzimidazole, 4-methyl-2-phenyl-1-(phenylmethyl)-(52159-88-3)

Safety Data

• Hazardous Substances Data: 52159-88-3(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 2687-25-4 3-methyl-1,2-benzenediamine 
• 87-63-8 2-chloro-6-methylaniline 
• 98-88-4 benzoyl chloride 
• 10286-86-9 N-(2-chloro-6-methylphenyl)benzamide 
• 1402938-82-2 (Z)-N-(2-chloro-6-methylphenyl)benzimidoyl chloride 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 62698-28-6 benzaldehyde m-tolylhydrazone 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 1089690-04-9 2-benzyl-1-benzylidene-2-m-tolylhydrazine 

Relevant articles and documents

Synthesis of 1,2-disubstituted benzimidazoles through DDQ-oxidized intramolecular dehydrogenative coupling of N,N′-dialkyl o-phenylenediamines

The synthetic methodology of 1,2-disubstituted benzimidazoles has been developed, which starts from N,N′-dialkyl o-phenylenediamines via intramolecular dehydrogenative coupling under the oxidation of DDQ with mild conditions. Through detailed optimization of reaction conditions, only DDQ was found essential without any additives to reach to the highest yield of 99%. In the cases of linear aliphatic substituents, the synthesis of 1-alkyl-2-phenylbenzimidazoles showed high selectivities and their structures were identified by 2D NMR COSY correlation analysis. A plausible mechanism was proposed to interpret the observed reactivities and selectivities.

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.