56463-47-9

Basic information

• Product Name: 1-benzyl-2-(4-methoxyphenyl)-1H-benzo[d]imidazole
• Synonyms: 1-benzyl-2-(4-methoxyphenyl)-1H-benzo[d]imidazole
• CAS NO: 56463-47-9
• Molecular Weight: 314.387
• Mol File: 56463-47-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-benzyl-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(56463-47-9)
• EPA Substance Registry System: 1-benzyl-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(56463-47-9)

Safety Data

• Hazardous Substances Data: 56463-47-9(Hazardous Substances Data)

Upstream product

• 5822-13-9 N-benzyl-1,2-phenylenediamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 5729-06-6 N-benzyl-2-nitroaniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 4981-92-4 1-benzylbenzimidazole 
• 100-39-0 benzyl bromide 
• 615-43-0 2-iodophenylamine 
• 3424-93-9 4-methoxyphenylacetamide 
• 76464-99-8 N-benzyl-2-iodoaniline 
• 623-12-1 4-chloromethoxybenzene 
• 7465-88-5 4-methoxy-N-phenylbenzamide 
• 7465-87-4 N-benzyl-4-methoxybenzamide 
• 38968-72-8 N-phenyl-(4-methoxypheny)acetimidoyl chloride 

Relevant articles and documents

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

Metal-free selective synthesis of 2-substituted benzimidazoles catalyzed by Br?nsted acidic ionic liquid: Convenient access to one-pot synthesis of N-alkylated 1,2-disubstituted benzimidazoles

A novel efficient method for the selective synthesis of 2-substituted benzimidazoles is described through condensation reaction of o-phenylenediamines with a wide rang of aliphatic, aromatic and heteroaromatic aldehyde substrates using Br?nsted acidic ionic liquid as a reusable catalyst under metal-free conditions at ambient temperature. Notably, Dodecylimidazolium hydrogen sulfate ([DodecIm][HSO4]) is the most efficient catalyst for good to excellent yields of the corresponding products (up to 98%). Subsequently, this protocol was successfully applied for the preparation of N-alkylated 1,2-disubstituted benzimidazoles in high to excellent yields via sequential one-pot reaction. In addition, catalysts are recycled at least four times without significant loss in activity.

One-pot strategy of copper-catalyzed synthesis of 1,2-disubstituted benzimidazoles

A simple, one-pot and copper-catalyzed coupling reaction for the construction of 1,2-disubstituted benzimidazole derivatives is described. A low-cost copper salt and a weak base K3PO4 were utilized in this reaction. A variety of 1,2-disubstituted benzimidazoles were obtained in moderate to excellent yields.