10258-13-6

Basic information

• Product Name: N-phenyldihydroquinolinone 1-phenyl-2,3-dihydro-1H-quinolin-4-one
• Synonyms: N-phenyldihydroquinolinone 1-phenyl-2,3-dihydro-1H-quinolin-4-one;1-Phenyl-2,3-dihydro-1H-quinolin-4-one
• CAS NO: 10258-13-6
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.26982
• Mol File: 10258-13-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-phenyldihydroquinolinone 1-phenyl-2,3-dihydro-1H-quinolin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyldihydroquinolinone 1-phenyl-2,3-dihydro-1H-quinolin-4-one(10258-13-6)
• EPA Substance Registry System: N-phenyldihydroquinolinone 1-phenyl-2,3-dihydro-1H-quinolin-4-one(10258-13-6)

Safety Data

• Hazardous Substances Data: 10258-13-6(Hazardous Substances Data)

Usage

General Description

N-phenyldihydroquinolinone, also known as 1-phenyl-2,3-dihydro-1H-quinolin-4-one, is a chemical compound with the molecular formula C15H13NO. It is a member of the dihydroquinolinone family and is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. N-phenyldihydroquinolinone has a white crystalline appearance and is soluble in organic solvents such as ether and chloroform. It is often employed in the production of antibacterial and antiviral drugs due to its versatile chemical structure and reactivity.

Upstream product

• 75-15-0 carbon disulfide 
• 10026-13-8 phosphorus pentachloride 
• 2879-89-2 N,N-diphenyl-β-alanine 
• 56-23-5 tetrachloromethane 
• 930-21-2 2-azetidinone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 4295-36-7 2,3-dihydroquinolin-4(1H)-one 
• 122-39-4 diphenylamine 
• 292638-85-8 acrylic acid methyl ester 
• 696-62-8 para-iodoanisole 
• 23112-60-9 4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylic acid 
• 247940-06-3 CyJohnPhos 
• 69490-18-2 N,N-diphenyl-β-alanine nitrile 
• 2680-03-7 N,N-Dimethylacrylamide 

Downstream Products

• 113751-34-1 3-[2]quinolylmethylene-1-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 113115-04-1 1-phenyl-2,3-dihydro-1H-quinolin-4-one-[4]pyridylhydrazone 
• 119686-93-0 1,2-dihydro-4-hydroxy-1-phenyl-3-quinolinecarboxylic acid, ethyl ester 
• 102590-50-1 6-bromo-3-(4-dimethylamino-anilino)-1-phenyl-1H-quinolin-4-one 
• 10247-63-9 bis-(1-phenyl-2,3-dihydro-1H-quinolin-4-ylidene)-hydrazine 
• 106477-46-7 6-bromo-1-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 40695-01-0 1-phenyl-1,4-dihydroquinolin-4-one 
• 107522-72-5 (1-phenyl-2,3-dihydro-1H-[4]chinolyLiDene)-malononitrile 
• 102888-69-7 3-(4-dimethylamino-anilino)-1-phenyl-1H-quinolin-4-one 
• 102749-84-8 3-(4-dimethylamino-benzylidene)-1-phenyl-2,3-dihydro-1H-quinolin-4-one 

Relevant articles and documents

Divergent Synthesis of Quinolones and Dihydroepindolidiones via Cu(I)-Catalyzed Cyclization of Anilines with Alkynes

A unique and efficient method for one-pot synthesis of diverse 4-quinolones from simple and readily available primary anilines and alkynes via Cu(I)-catalyzed direct cyclization has been developed. The (thio)phenols were also found to visible substrates for this reaction. Moreover, an unprecedented synthesis of dihydroepindolidiones has been demonstrated by using secondary anilines as the versatile substrates.

Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones

N-Unsubstituted β-lactams react with a molecule of aryne by insertion into the amide bond to form a 2,3-dihydroquinolin-4-one, which subsequently reacts with another molecule of aryne to form an acridone by extrusion of a molecule of ethylene. 2,3-Dihydroquinolin-4-ones react under the same reaction conditions to afford identical results. This is the first example of ethylene extrusion in aryne chemistry.

New approach to the synthesis of 1,2,3,4-tetrahydroquinolin-4-ones

The reaction of aromatic amines with complexes of N,N-dimethylacrylamide and N,N-dimethylmethacrylamide with trifluoromethanesulfonic anhydride leads to the formation of tetrahydro-4-quinolones and 3-methyltetrahydro-4-quinolones respectively. 1997 Plenum Publishing Corporation.