23291-66-9

Basic information

• Product Name: 1H-Benzimidazole,2,4-dimethyl-(9CI)
• Synonyms: 1H-Benzimidazole,2,4-dimethyl-(9CI);1H-Benzimidazole, 2,7-dimethyl-;2,7-Dimethyl-1H-benzo[d]imidazole
• CAS NO: 23291-66-9
• Molecular Formula: C9H10N2
• Molecular Weight: 146.19
• Product Categories: BENZIMIDAZOLE
• Mol File: 23291-66-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole,2,4-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2,4-dimethyl-(9CI)(23291-66-9)
• EPA Substance Registry System: 1H-Benzimidazole,2,4-dimethyl-(9CI)(23291-66-9)

Safety Data

• Hazardous Substances Data: 23291-66-9(Hazardous Substances Data)

Usage

Structure

A derivative of benzimidazole with two methyl groups at the 2 and 4 positions of the benzimidazole ring

Industrial applications

Building block in the synthesis of pharmaceuticals, agrochemicals, and dyes; intermediate in the production of various organic compounds

Biological activities

Potential anti-cancer and anti-inflammatory properties, but further research is needed to fully understand its potential applications and effects.

Upstream product

• 75-07-0 acetaldehyde 
• 64-19-7 acetic acid 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 121-44-8 triethylamine 
• 2687-25-4 3-methyl-1,2-benzenediamine 
• 1445-45-0 Trimethyl orthoacetate 
• 602-01-7 1-methyl-2,3-dinitrobenzene 
• 570-24-1 2-Methyl-6-nitroaniline 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 73902-61-1 1-benzyl-2,4-dimethylbenzimidazole 
• 41030-21-1 1-benzyl-2,7-dimethylbenzimidazole 

Relevant articles and documents

Rhodium catalyzed 2-alkyl-benzimidazoles synthesis from benzene-1,2-diamines and tertiary alkylamines as alkylating agents

Substituted 2-alkyl-benzimidazoles were synthesized from benzene-1,2-diamine and tertiary amines as alkylating agent under polystyrene supported rhodium (Rh@PS) nanoparticles (NPs) catalyzed conditions. The heterogeneous rhodium catalyst was applied first time for the synthesis of 2-alkyl-benzimidazoles. The reaction followed through oxidation of alkylamines, transamination, and oxidative cyclisation with benzene-1,2-diamines for the corresponding products synthesis with good yields. The process is applicable for vast substrate scope, several functional groups are tolerable, and the Rh@PS catalyst is recyclable up to four cycles without significant loss in catalytic activity.

Novel strategy for synthesis of substituted benzimidazo[1,2-a]quinolines

An efficient method for the synthesis of benzimidazo[1,2-a]quinolines under transition-metal-free conditions has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and intramolecular Knoevenagel condensation reactions. This method is applicable for the synthesis of a wide range of benzimidazo[1,2-a]quinoline derivatives from readily available 2-fluoroarylaldehyde and benzimidazole substrates.

Expeditious and efficient synthesis of benzoxazoles, benzothiazoles, benzimidazoles catalyzed by Ga(OTf)3 under solvent-free conditions

A new and efficient method for the synthesis of benzoxazoles, benzothiazoles, benzimidazoles from reactions of o-substituted aminoaromatics with orthoesters in the presence of catalytic amounts of Ga(OTf)3 under solvent-free conditions is presented. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent-free conditions, straight forward procedure, and use of relatively non-toxic catalysts.