106875-04-1

Basic information

• Product Name: 4-amino-1-benzyl-3-methylquinolin-2(1H)-one
• Synonyms: 4-amino-1-benzyl-3-methylquinolin-2(1H)-one
• CAS NO: 106875-04-1
• Molecular Weight: 264.327
• Mol File: 106875-04-1.mol

Chemical Properties

• CAS DataBase Reference: 4-amino-1-benzyl-3-methylquinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-benzyl-3-methylquinolin-2(1H)-one(106875-04-1)
• EPA Substance Registry System: 4-amino-1-benzyl-3-methylquinolin-2(1H)-one(106875-04-1)

Safety Data

• Hazardous Substances Data: 106875-04-1(Hazardous Substances Data)

Upstream product

• 5589-62-8 2-(benzylamino)benzonitrile 
• 125743-39-7 2-<(benzylidene)amino>benzonitrile 
• 100-52-7 benzaldehyde 
• 1885-29-6 anthranilic acid nitrile 
• 57958-50-6 N-benzyl-N-(2-cyanophenyl)methacrylamide 

Relevant articles and documents

Radical Annulation of 2-Cyanoaryl Acrylamides via C=C Double Bond Cleavage: Access to Amino-Substituted 2-Quinolones

A novel annulation of 2-cyanoaryl acrylamides via C=C double bond cleavage has been developed for facile and efficient access to a broad spectrum of functionalized 4-amino-2-quinolones, which are important N-heterocycles. In this transformation, the solvent THF is demonstrated to play a crucial role, and the addition of alkyl radicals to nitrile, 1,5-hydride shift, and cleavage of the C-C bond are involved in the mechanism.

A NEW SYNTHESIS OF 4-AMINO-2-QUINOLINONES

Addition of Grignard or organolithium reagents to N-(α-haloacyl)-N-alkylsubstituted anthranilonitriles (e.g.N-(2-bromopropionyl)-N-methyl-2-cyanoaniline)induced anion formation followed by cyclization to 4-amino-2-quinolinones (e.g. 4-amino-1,3-dimethyl-2-quinolinone (10)).Substrates lacking α-hydrogen atoms, such as N-α-bromoisobutyryl)-2-cyanoaniline, also yielded 3,3-dimethylquinolinedione (9b) by cyclization.In these cases the initial step is a halogen-metal exchange reaction.