37118-75-5

Basic information

• Product Name: 2(1H)-Quinolinone, 3-methyl-4-phenyl-
• Synonyms: 3-Methyl-4-phenyl-carostyril;3-Methyl-4-phenyl-2(1H)-quinolinone;2(1H)-Quinolinone,3-methyl-4-phenyl;3-Methyl-4-phenyl-2-quinolone;3-methyl-4-phenyl-carbostyril;3-Methyl-4-phenyl-carbostyryl;1H-Quinolin-2-one,3-methyl-4-phenyl
• CAS NO: 37118-75-5
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• Mol File: 37118-75-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 238-240 °C(Solv: methanol (67-56-1))
• Boiling Point: 429.1±45.0 °C(Predicted)
• Density: 1.163±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2(1H)-Quinolinone, 3-methyl-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone, 3-methyl-4-phenyl-(37118-75-5)
• EPA Substance Registry System: 2(1H)-Quinolinone, 3-methyl-4-phenyl-(37118-75-5)

Safety Data

• Hazardous Substances Data: 37118-75-5(Hazardous Substances Data)

Upstream product

• 1373758-54-3 3-(4-methylphenyl)-5H-1,4,2-dioxazol-5-one 
• 412339-09-4 2-(1-phenylprop-1-en-1-yl)aniline 
• 549500-24-5 N-(2-benzoylphenyl)propionamide 
• 100-52-7 benzaldehyde 
• 60751-75-9 N-(2-iodophenyl)propionamide 
• 673-32-5 1-Phenylprop-1-yne 
• 201230-82-2 carbon monoxide 
• 62-53-3 aniline 
• 124-38-9 carbon dioxide 
• 615-43-0 2-iodophenylamine 
• 14195-24-5 4-methyl-N'-(1-phenylpropan-2-ylidene)benzenesulfonohydrazide 
• 17336-66-2 propiophenone N-tosylhydrazone 
• 34848-51-6 N-(2-(hydroxy(phenyl)methyl)phenyl)acrylamide 
• 1132805-92-5 C₁₆H₁₃NO 

Downstream Products

• 37118-76-6 2-chloro-3-methyl-4-phenylquinoline 

Relevant articles and documents

Metal-Free C-H [5 + 1] Carbonylation of 2-Alkenyl/Pyrrolylanilines Using Dioxazolones as Carbonylating Reagents

A novel metal-free C-H [5 + 1] carbonylative annulation of 2-alkenyl/pyrrolylanilines with dioxazolones has been established for the assembly of the privileged quinolinones and pyrrolyl-fused quinoxalinones. Entirely differing from the existing reports, the dioxazolones herein behave with an innovative chemistry and first emerge as carbonylating reagents to participate in annulation reactions. Moreover, this process features exceedingly simple operation (only solvent) and tolerates both vinyl and aryl substrates. Comprehensive mechanistic studies indicate that the formed isocyanate intermediate plays a crucial role in enabling the carbonylation annulation.

Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO

Transition-metal-catalyzed oxidative C-H cyclization of anilines has been an attractive and powerful strategy for the efficient construction of N-heterocycles. However, primary and tertiary anilines are rarely employed in this strategy due to the relative instability with strong oxidants or the presence of three C-N bonds. We describe here a novel Rh-catalyzed C-H cyclization of a wide range of anilines with alkynes and CO, using an aerobic oxidative protocol. Particularly, the simple primary anilines and readily prepared tertiary anilines could be easily converted to quinolin-2(1H)-ones, which are high value-added, biologically significant N-heterocycles, via C-N bond cleavage.

Palladium-Catalyzed Multi-Component Reactions of N-Tosylhydrazones, 2-Iodoanilines and CO2towards 4-Aryl-2-Quinolinones

A palladium-catalyzed three-component reaction between N-tosylhydrazones, 2-iodoanilines and atmospheric pressure CO2was developed whereby a tandem carbene migration insertion/lactamization strategy afforded 4-aryl-2-quinolinones in moderate to good yields. Notably, a wide range of functional groups were tolerated in this procedure. This protocol features the simultaneous formation of four novel bonds; two C?C, one C=C and one C?N (amide), representing an efficient methodology for incorporation of CO2into heterocycles.