72004-74-1

Basic information

• Product Name: 4-amino-3-phenylquinoline-2<1H>-one
• Synonyms: 4-amino-3-phenylquinoline-2<1H>-one
• CAS NO: 72004-74-1
• Molecular Weight: 236.273
• Mol File: 72004-74-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 4-amino-3-phenylquinoline-2<1H>-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-3-phenylquinoline-2<1H>-one(72004-74-1)
• EPA Substance Registry System: 4-amino-3-phenylquinoline-2<1H>-one(72004-74-1)

Safety Data

• Hazardous Substances Data: 72004-74-1(Hazardous Substances Data)

Upstream product

• 129768-51-0 2-(Phenylglyoxylyl)aminobenzamide 
• 14933-29-0 4-hydroxy-3-phenyl-2(1H)-quinolone 
• 3287-99-8 benzylamine hydrochloride 
• 71993-17-4 phenylacetic acid (2-cyanophenyl)amide 
• 108832-11-7 4-Azido-2-chloro-3-phenylquinoline 
• 108832-15-1 2,4-dichloro-3-phenylquinoline 
• 1885-29-6 anthranilic acid nitrile 
• 25726-04-9 phenylglyoxylyl chloride 
• 2042-37-7 o-cyanobromobenzene 
• 103-81-1 Benzeneacetamide 
• 157027-51-5 C₃₃H₂₄ClN₂P 
• 83619-97-0 4-Benzylamino-3-phenyl-chinolin-2(1H)-on 

Downstream Products

• 18735-98-3 5,11-dihydro-indolo[3,2-c]quinolin-6-one 
• 91622-63-8 4-Acetylamino-3-phenyl-chinolin-2(1H)-on 

Relevant articles and documents

A new synthesis of naphthyridinones and quinolinones: Palladium-catalyzed amidation of o-carbonyl-substituted aryl halides

(Equation Presented) An alternative to the Friedlander condensation for the synthesis of naphthyridinones and quinolinones has been discovered. Palladium-catalyzed amidation of halo aromatics substituted in the ortho position by a carbonyl functional group or its equivalent with primary or secondary amides leads to the formation of substituted naphthyridinones and quinolinones.

Copper(I) iodide catalyzed synthesis of quinolinones via cascade reactions of 2-halobenzocarbonyls with 2-arylacetamides

An efficient copper-catalyzed method for the synthesis of quinolinones, pyridinones, and heteroannulated pyridinones via cascade reactions of substituted 2-iodo-, 2-bromo-, and 2-chlorobenzocarbonyls with 2-arylacetamides is reported. The protocol works well for the reaction of most of the 2-iodo-, 2-bromo- and 2-chlorobenzocarbonyls with 2-arylacetamides. Georg Thieme Verlag Stuttgart · New York.

Regioselective Azidation of 2,4-Dichloroquinolines

Reactions of 2,4-dichloroquinolines (2a-f) with sodium azide in DMF lead either regioselectively to 4-azido-2-chloroquinolines (3a-f) or with excess of sodium azide and catalysts to 5-azido-tetrazoloquinolines (4a-f). 2,4-Dichloroquinolines (2g-i) having electron donating substituents in 3-position react with sodium azide in DMF to a mixture of 4-azido-2-chloroquinolines (3g-i) and 5-chlorotetrazoloquinolines (5g-i).When the reaction of the 2,4-dichloroquinolines (2a-i) with sodium azide is carried out in ethanol with addition of methanesulfonic acid, regioselectively 5-chloro-tetrazoloquinolines (5a-i) are obtained.Structural assignments of 3 and 5 have been carried out by 13C-NMR spectra, IR spectra and degradation reactions of the azido- and tetrazolo group to aminoquinolines (7 and 10) via iminophosphoranes (8 and 9).It could be shown that in 2-azido/tetrazolo-quinolines (4 and 5) the tetrazole ring structure is the dominant species.