19979-46-5

Basic information

• Product Name: 6H-Azepino[1,2-a]benzimidazole,7,8,9,10-tetrahydro-(7CI,8CI,9CI)
• Synonyms: 6H-Azepino[1,2-a]benzimidazole,7,8,9,10-tetrahydro-(7CI,8CI,9CI)
• CAS NO: 19979-46-5
• Molecular Formula: C₁₂H₁₄N₂
• Molecular Weight: 186.25296
• Product Categories: BENZIMIDAZOLE
• Mol File: 19979-46-5.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6H-Azepino[1,2-a]benzimidazole,7,8,9,10-tetrahydro-(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6H-Azepino[1,2-a]benzimidazole,7,8,9,10-tetrahydro-(7CI,8CI,9CI)(19979-46-5)
• EPA Substance Registry System: 6H-Azepino[1,2-a]benzimidazole,7,8,9,10-tetrahydro-(7CI,8CI,9CI)(19979-46-5)

Safety Data

• Hazardous Substances Data: 19979-46-5(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 134856-37-4 N-(pent-4-enyl)benzene-1,2-diamine 
• 6940-78-9 4-chlorobutyl bromide 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 348-54-9 2-Fluoroaniline 
• 111-49-9 hexamethylene imine 
• 586-96-9 Nitrosobenzene 
• 345-36-8 1-fluoro-2-nitrosobenzene 
• 40832-88-0 1-(2-nitrophenyl)azepane 
• 1493-27-2 ortho-nitrofluorobenzene 
• 51627-46-4 2-(azepan-1-yl)aniline 
• 223927-72-8 1-chloro-5-(phenylselanyl)pentane 
• 191542-38-8 2-(phenylsulfanyl)-1-(triphenylmethyl)benzimidazole 
• 23593-74-0 1-(triphenylmethyl)-benzimidazole 

Relevant articles and documents

Metal-Free Sequential C(sp2)-H/OH and C(sp3)-H Aminations of Nitrosoarenes and N-Heterocycles to Ring-Fused Imidazoles

Hydrogen bond assisted ortho-selective C(sp2)-H amination of nitrosoarenes and subsequent α-C(sp3)-H functionalization of aliphatic amines is achieved under metal-free conditions. The annulation of nitrosoarenes and 2-hydroxy-C-nitroso compounds with N-heterocycles provides a facile excess to a wide range of biologically relevant ring-fused benzimidazoles and structurally novel polycyclic imidazoles, respectively. Nucleophilic aromatic hydrogen substitution (SNArH) was found to be preferred over classical SNAr reaction during the C(sp2)-H amination of halogenated nitrosoarenes.

Synthesis of benzimidazoles via iridium-catalyzed acceptorless dehydrogenative coupling

Iridium-catalyzed acceptorless dehydrogenative coupling of tertiary amines and arylamines has been developed. A number of benzimidazoles were prepared in good yields. An iridium-mediated C-H activation mechanism is suggested. This finding represents a novel strategy for the synthesis of benzimidazoles.

Synthesis of annulated benzimidazoles via amidine cyclization

Structurally diverse annulated benzimidazoles were synthesized via two copper(I)-catalyzed cyclocondensation reactions. In the first case the title compounds were prepared from lactams and o-bromoaniline. An alternative route consisted of an intramolecular cyclization of o-bromoarylamidines.