14802-18-7

Basic information

• Product Name: 2-PHENYL-1H-QUINOLIN-4-ONE
• Synonyms: 2-PHENYL-1H-QUINOLIN-4-ONE;2-phenyl-4-oxohydroquinoline;1-Azaflavone;2-Phenyl-4-quinolone;4(1H)-Quinolinone, 2-phenyl-;Yt-1 compound;2-phenyl-4(1H)-Quinolinone
• CAS NO: 14802-18-7
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.25394
• Mol File: 14802-18-7.mol
• Article Data: 57

Chemical Properties

• Melting Point: 256-258 °C
• Boiling Point: 385.3°Cat760mmHg
• Flash Point: 158.3°C
• Appearance: /
• Density: 1.2g/cm³
• PKA: 1.49±0.70(Predicted)
• CAS DataBase Reference: 2-PHENYL-1H-QUINOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1H-QUINOLIN-4-ONE(14802-18-7)
• EPA Substance Registry System: 2-PHENYL-1H-QUINOLIN-4-ONE(14802-18-7)

Safety Data

• Hazardous Substances Data: 14802-18-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H11NO/c17-15-10-14(11-6-2-1-3-7-11)16-13-9-5-4-8-12(13)15/h1-10H,(H,16,17)

Upstream product

• 16619-14-0 2-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 60227-49-8 1,5-diphenyl-2,3-pyrrolinedione 
• 64-17-5 ethanol 
• 144221-25-0 2'-amino-α-azidochalcone 
• 53256-22-7 ethyl β-anilinocinnamate 
• 124856-94-6 2'-Aminochalcone Dibromide 
• 124857-05-2 (E)-2'-Acetamido-α-bromochalcone 
• 124857-06-3 (Z)-2'-Acetamido-α-bromochalcone 
• 109072-18-6 N,N-Diethyl-2-[1-phenyl-eth-(E)-ylideneamino]-benzamide 
• 112182-55-5 2,2-Dimethyl-5-(phenyl-phenylamino-methylene)-[1,3]dioxane-4,6-dione 
• 201230-82-2 carbon monoxide 
• 615-43-0 2-iodophenylamine 
• 536-74-3 phenylacetylene 
• 128414-04-0 2-iodoaniline hydrochloride 

Downstream Products

• 17182-60-4 N-methyl-2-phenylquinolin-4(1H)-one 
• 579-93-1 2-(Benzoylamino)benzoic Acid 
• 837-63-8 (benzo[c]isoxazol-3-yl)(phenyl)methanone 
• 1022-46-4 2-phenyl-4H-3,1-benzoxazin-4-one 
• 7510-49-8 methyl 2-(benzamido)benzoate 
• 22680-62-2 4-methoxy-2-phenyl-quinoline 
• 4979-79-7 4-chloro-2-phenylquinoline 
• 22680-63-3 4-ethoxy-2-phenylquinoline 
• 882866-41-3 3-iodo-2-phenylquinolin-4-(1H)-one 
• 141259-10-1 3-bromo-2-phenylquinolin-4(1H)-one 
• 882866-45-7 3-iodo-1-methyl-2-phenylquinolin-4(1H)-one 
• 5425-48-9 4-chloro-3-bromo-2-phenylquinoline 
• 110802-04-5 (2-phenyl-4-quinolyl)oxyacetic acid 

Relevant articles and documents

Antioxidant properties of 4-quinolones and structurally related flavones

Neurodegenerative disorders are frequently associated with increased oxidative damage to the brain as a result of free radicals produced by cellular respiration. The onset and progression of neurodegeneration may therefore be curbed by exogenous hydrogen-

Synthesis and cyclisation studies of (E)-2-aryl-1-methyl-3-styrylquinolin-4(1H)-ones

The synthesis of (E)-2-aryl-1-methyl-3-styrylquinolin-4(1H)-ones, through the Heck reaction of 2-aryl-3-iodo-1-methyl-quinolin-4(1H)-ones with styrene is described. 2-Aryl-3-iodo-1-methyl-2-quinolin-4(1H)-ones can be obtained efficiently in a two-step tra

Hypervalent iodine oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones : An easy access to 2-aryl-4-quinolones

Oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones (1a-e) using iodobenzene diacetate in methanolic potassium hydroxide leads to dehydrogenation of 1 thereby providing an easy access to 2-aryl-4-quinolones (2a-e).

Mapping Dual-Base-Enabled Nickel-Catalyzed Aryl Amidations: Application in the Synthesis of 4-Quinolones

The C?N cross-coupling of (hetero)aryl (pseudo)halides with NH substrates employing nickel catalysts and organic amine bases represents an emergent strategy for the sustainable synthesis of (hetero)anilines. However, unlike protocols that rely on photoredox/electrochemical/reductant methods within NiI/III cycles, the reaction steps that comprise a putative Ni0/II C?N cross-coupling cycle for a thermally promoted catalyst system using organic amine base have not been elucidated. Here we disclose an efficient new nickel-catalyzed protocol for the C?N cross-coupling of amides and 2′-(pseudo)halide-substituted acetophenones, for the first time where the (pseudo)halide is chloride or sulfonate, which makes use of the commercial bisphosphine ligand PAd2-DalPhos (L4) in combination with an organic amine base/halide scavenger, leading to 4-quinolones. Room-temperature stoichiometric experiments involving isolated Ni0, I, and II species support a Ni0/II pathway, where the combined action of DBU/NaTFA allows for room-temperature amide cross-couplings.

One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene

Herein, we describe the iron(III)-catalyzed oxidative coupling of alcohol/methyl arene with 2-amino phenyl ketone to synthesize 4-quinolone. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by a tandem process, condensation with amine/Mannich-type cyclization/oxidation, to complete the 4-quinolone ring. This method tolerates various kinds of functional groups and provides a direct approach to the synthesis of 4-quinolones from less functionalized substrates.