175401-95-3

Basic information

• Product Name: 2-(4-Cyanophenyl)-1H-benzimidazole-5-carboxylic acid
• Synonyms: 2-(4-Cyanophenyl)-1H-benzimidazole-5-carboxylic acid
• CAS NO: 175401-95-3
• Molecular Formula: C₁₅H₉N₃O₂
• Molecular Weight: 263.25
• Mol File: 175401-95-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Cyanophenyl)-1H-benzimidazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Cyanophenyl)-1H-benzimidazole-5-carboxylic acid(175401-95-3)
• EPA Substance Registry System: 2-(4-Cyanophenyl)-1H-benzimidazole-5-carboxylic acid(175401-95-3)

Safety Data

• Hazardous Substances Data: 175401-95-3(Hazardous Substances Data)

Upstream product

• 105-07-7 4-cyanobenzaldehyde 
• 619-05-6 3,4-diaminobenzoic acid 
• 6068-72-0 4-cyanobenzoyl chlorIde 

Downstream Products

• 175402-11-6 (S)-3-{[2-(4-Aminomethyl-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-N-[2-(1H-indol-3-yl)-ethyl]-succinamic acid methyl ester 
• 175402-16-1 (S)-2-Butoxycarbonylamino-3-{[2-(4-carbamimidoyl-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-propionic acid methyl ester 
• 175402-10-5 (S)-3-{[2-(4-Aminomethyl-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-N-phenethyl-succinamic acid methyl ester 
• 175402-09-2 3-{[2-(4-Aminomethyl-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-propionic acid methyl ester 
• 175402-12-7 (S)-2-Butoxycarbonylamino-3-{[2-(4-cyano-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-propionic acid methyl ester 
• 175402-01-4 (S)-3-{[2-(4-Cyano-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-N-[2-(1H-indol-3-yl)-ethyl]-succinamic acid methyl ester 
• 175402-00-3 (S)-3-{[2-(4-Cyano-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-N-phenethyl-succinamic acid methyl ester 
• 175401-99-7 3-{[2-(4-Cyano-phenyl)-1H-benzoimidazole-5-carbonyl]-amino}-propionic acid methyl ester 

Relevant articles and documents

Lithium Hexamethyldisilazane Transformation of Transiently Protected 4-Aza/Benzimidazole Nitriles to Amidines and their Dimethyl Sulfoxide Mediated Imidazole Ring Formation

Trimethylsilyl-transient protection successfully allowed the use of lithium hexamethyldisilazane to prepare benzimidazole (BI) and 4-azabenzimidazole (azaBI) amidines from nitriles in 58-88% yields. This strategy offers a much better choice to prepare BI/azaBI amidines than the lengthy, low-yielding Pinner reaction. Synthesis of aza/benzimidazole rings from aromatic diamines and aldehydes was affected in dimethyl sulfoxide in 10-15 min, while known procedures require long time and purification. These methods are important for the BI/azaBI-based drug industry and for developing specific DNA binders for expanded therapeutic applications.

Fast and efficient method for the synthesis of 2-arylbenzimidazoles using MCM-41-SO3H

Nanosized MCM-41-SO3H material based on ordered mesoporous silica gel with covalently attached sulfonic acid groups was synthesized and used as acid catalyst for green synthesis of 2-substituted benzimidazole derivatives. Echofriendly protocol, short reaction times, easy and quick isolation of the products, and excellent yields are the main advantages of this procedure. Copyright by Walter de Gruyter.

Very fast and efficient synthesis of some novel substituted 2-arylbenzimidazoles in water using ZrOCl2?nH2O on montmorillonite K10 as catalyst

A simple and eco-friendly protocol for the synthesis of some novel substituted 2-arylbenzimidazoles was developed. In this process, these compounds were prepared in water as the solvent using ZrOCl2?nH 2O supported on montmorillonite K10 as an efficient water tolerating Lewis acid. The reaction was performed under mild conditions with good to excellent yields and remarkable chemoselectivity in the absence of any byproduct.