691383-39-8

Basic information

• Product Name: 2-(1-methyl-1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile
• Synonyms: 2-(1-methyl-1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile
• CAS NO: 691383-39-8
• Molecular Weight: 273.337
• Mol File: 691383-39-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(1-methyl-1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-methyl-1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile(691383-39-8)
• EPA Substance Registry System: 2-(1-methyl-1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile(691383-39-8)

Safety Data

• Hazardous Substances Data: 691383-39-8(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 77-78-1 dimethyl sulfate 
• 63052-09-5 2-(1H-benzimidazol-2-yl)-3-(p-methylphenyl)-acrylonitrile 
• 2735-62-8 (1-methylbenzimidazol-2-yl)acetonitrile 
• 4414-88-4 1H-benzimidazol-2-acetonitrile 

Relevant articles and documents

Unexpected regiospecific reduction of the double bond by NaBH4 in 2-(1-methyl/1H-benzimidazole-2-yl)-3-aryl-acrylonitrile

Condensation of (1H-benzimidazole-2-yl)-acetonitrile 1 with aromatic aldehydes in 5% NaOH solution gave the corresponding 2-(1H-benzimidazole-2-yl)- 3-aryl-acrylonitrile 2, which on treatment with NaBH4 in ethanol unexpectedly gave 2-(1H-benzimidazole-2-yl)-3-aryl-propionitrile 3 by the regiospecific reduction of the double bond. Shaking a solution of 2 with H2/Pd-C in methanol also gave 3. Reaction of 2 with DMS gave the corresponding N-methylated analogue 5, which also with NaBH4 gave 6, once again by the regiospecific reduction of the double bond as in the case of 1-demethylated analogue (i.e., 2). Copyright Taylor & Francis Group, LLC.