25699-92-7

Basic information

• Product Name: Benzonitrile, 4-(1H-indol-1-yl)-
• CAS NO: 25699-92-7
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Mol File: 25699-92-7.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-(1H-indol-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(1H-indol-1-yl)-(25699-92-7)
• EPA Substance Registry System: Benzonitrile, 4-(1H-indol-1-yl)-(25699-92-7)

Safety Data

• Hazardous Substances Data: 25699-92-7(Hazardous Substances Data)

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 120-72-9 indole 
• 623-26-7 terephthalonitrile 
• 1194-02-1 4-fluorobenzonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 874-90-8 4-methoxybenzonitrile 
• 619-72-7 4-nitrobenzonitrile 
• 77287-34-4 formamide 
• 174621-52-4 N-(4-bromophenyl)-1H-indole 
• 126747-14-6 4-cyanophenylboronic acid 
• 1477-50-5 Indole-2-carboxylic acid 
• 31271-90-6 1-(p-toluenesulfonyl)-1H-indole 

Downstream Products

• 71935-16-5 4-(1H-Indol-1-yl)Benzoic Acid 
• 71935-17-6 1-(p-hydroxymethyl)phenylindole 
• 1443126-34-8 5-[4-(indol-1-yl)phenyl]tetrazole 
• 1443126-49-5 5-[4-(indol-1-yl)phenyl]-N,N-dimethyl-2H-tetrazole-2-carboxamide 
• 16096-33-6 1-phenyl-1H-indole 

Relevant articles and documents

A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib

Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.

Palladium-Catalyzed Cyanation of Aryl Halides Using Formamide and Cyanuric Chloride as a New “CN” Source

A new source of “CN” employing formamide and cyanuric chloride is introduced for the cyanation reactions. The treatment of formamide and 2,4,6-trichloro-1,3,5-triazine (TCT; cyanuric chloride) afforded an efficient cyanating agent which it can be used as a nontoxic, readily available, and non-expensive reagent in the cyanation transformations. In this study, palladium-catalyzed cyanation of aryl halides was successfully accomplished using this new “CN” source in high yields.

Nickel-catalyzed decarbonylation of: N -acylated N-heteroarenes

Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes is developed. This method can be used to produce a variety of N-aryl heteroarenes, including pyrroles, indoles, carbazoles and phenoxazines, using benzoic acid derivatives as arylating reagents. Arylnickelamide intermediates that are relevant to the catalytic reaction were characterized by X-ray crystallography. When N-acylated benzimidazoles are used as substrates, decarbonylation accompanied 1,2-migration to form 2-arylated benzimidazoles.