23476-81-5

Basic information

• Product Name: 2-phenyl-1H-benzimidazole-5-carbonitrile
• Synonyms: 2-phenyl-1H-benzimidazole-5-carbonitrile
• CAS NO: 23476-81-5
• Molecular Weight: 219.246
• Mol File: 23476-81-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-phenyl-1H-benzimidazole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-1H-benzimidazole-5-carbonitrile(23476-81-5)
• EPA Substance Registry System: 2-phenyl-1H-benzimidazole-5-carbonitrile(23476-81-5)

Safety Data

• Hazardous Substances Data: 23476-81-5(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 2237-30-1 m-cyanoaniline 
• 17626-40-3 4-cyano-1,2-phenylenediamine 
• 100-51-6 benzyl alcohol 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 6393-40-4 4-Amino 3-nitro-benzonitrile 
• 100-52-7 benzaldehyde 
• 111861-04-2 2-Methoxyethyl benzimidate hydrochloride 

Downstream Products

• 23623-08-7 2'-phenyl-5-(4-methylpiperazinyl)-2,5'-bi-1H-benzimidazole 
• 174648-30-7 2'-phenyl-5-cyano-2,5'-bi-1H-benzimidazole 
• 121138-28-1 2'-Phenyl-1H,1'H-[2,5']bibenzoimidazolyl-5-carboxylic acid (3-dimethylamino-propyl)-amide 
• 174648-21-6 2-phenyl-5-formylbenzimidazole 
• 136491-94-6 2-methoxyethyl 2-phenyl-5⁽⁶⁾-benzimidazolecarboximidate dihydrochloride 

Relevant articles and documents

Oxidative Cyclization Approach to Benzimidazole Libraries

An efficient approach to the parallel synthesis of benzimidazoles from anilines is described. Library approaches to vary the N1 and C2 vectors of benzimidazoles are well established; however, C4-C7 variation has traditionally relied on 1,2-dianiline build

An efficient route for the synthesis of benzimidazoles via a hydrogen-transfer strategy between o-nitroanilines and alcohols

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) has been used as an efficient catalyst for the synthesis of 2-substituted benzimidazoles via a hydrogen-transfer strategy. Various 2-substituted benzimidazoles were synthesized in good to excellent yields (up to 97%). The reaction shows good functional group tolerance. And no additional additive, oxidant, or reductant was required for the reaction.

Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters

One-pot reduction-triggered heterocyclizations from 2-nitroanilines or 1,2-dinitroarenes to benzimidazoles were investigated in this study. In the presence of indium/AcOH in ethyl acetate at reflux, reaction of 2-nitroanilines or 1,2-dinitroarenes with R-C(OMe)3 (R=Me, Ph) produced excellent yields of the corresponding benzimidazoles within 30 min to 6 h depending on the substituents of the starting materials. Indium-mediated heterocyclization of 2-nitroanilines to benzimidazole was faster and had better yields than 1,2-dinitroarenes to benzimidazole under similar reaction conditions.