4888-33-9

Basic information

• Product Name: 4-PHENYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE
• Synonyms: 4-PHENYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE;3,4-Dihydro-4-phenyl-2(1H)-quinolinone;4-Phenyl-3,4-dihydrocarbostyril;NSC 116961
• CAS NO: 4888-33-9
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.2698
• Mol File: 4888-33-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 180-181℃
• Boiling Point: 393.4°Cat760mmHg
• Flash Point: 236.3°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 2.14E-06mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 4-PHENYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(4888-33-9)
• EPA Substance Registry System: 4-PHENYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(4888-33-9)

Safety Data

• Hazardous Substances Data: 4888-33-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H13NO/c17-15-10-13(11-6-2-1-3-7-11)12-8-4-5-9-14(12)16-15/h1-9,13H,10H2,(H,16,17)

Upstream product

• 5855-57-2 4-phenyl-2-quinolinone 
• 3056-73-3 N-phenylcinnamamide 
• 408504-93-8 phenyl 3-chloro-3-phenylpropanamide 
• 105703-65-9 (2E)-N-(2-chlorophenyl)cinnamamide 
• 97-93-8 triethylaluminum 
• 13474-22-1 1,4-diphenyl-azetidin-2-one 
• 7664-93-9 sulfuric acid 
• 201230-82-2 carbon monoxide 
• 64097-92-3 2-(1-phenylvinyl)aniline 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 7780-06-5 isopropyl cinnamate 
• 191171-55-8 2-anilineboronic acid pinacol ester 

Downstream Products

• 30290-78-9 4-phenyl-1,2,3,4-tetrahydroquinoline 
• 52401-48-6 2-chloro-3-morpholin-4-ylmethylene-4-phenyl-3,4-dihydro-quinoline 
• 27771-31-9 5-phenyl-5H-oxazolo[3,2-a]quinoline-1,2-dione 
• 209983-28-8 1-tert-Butoxycarbonyl-4-phenyl-3,4-dihydrocarbostyril 
• 1443446-58-9 4-phenyl-3,4-dihydro-1H-quinoline-2-thione 
• 1443446-73-8 4-phenyl-3,4-dihydroquinolin-2-ylamine 
• 27623-83-2 1-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Visible-Light Induced C(sp2)?H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

We report an approach for the intramolecular C(sp2)?H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C?C bond migration.

Palladium-Catalyzed Ullmann Cross-Coupling of β-Iodoenones and β-Iodoacrylates with o-Halonitroarenes or o-Iodobenzonitriles and Reductive Cyclization of the Resulting Products to Give Diverse Heterocyclic Systems

The palladium-catalyzed Ullmann cross-coupling of β-iodoenones and β-iodoacrylates such as 5 (X = I) with o-halonitroarenes and o-iodobenzonitriles including 2 affords products such as compound 7. These can be engaged in a range of reductive cyclization r

Novel nano-titania embedded on graphite (nano-TiO2@Cg) as an efficient, eco-friendly, and recyclable catalyst for one-pot, solvent-free synthesis of 4-aryl-3,4-dihydroquinolin-2(1H)-ones, 3-methyl-4-aryl/alkyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-ones, and coumarin-3-carboxylic esters

Abstract: A novel acid catalyst has been synthesized by commercial anatase phase nano-TiO2 and graphite (nano-TiO2@Cg) via a simple procedure and characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, and potentiometric titration techniques. It has been utilized as a convenient nano-catalyst to accelerate the one-pot, solvent-free, three-component reaction of Meldrum’s acid, aromatic amines (5-methylpyrazol-3-amine), and various aromatic aldehydes to form 4-aryl-3,4-dihydroquinolin-2-(1H)-ones and 3-methyl-4-aryl/alkyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-ones, respectively. The catalytic activity has also examined for the preparation of coumarin-3-carboxylic esters from Meldrum’s acid, salicylaldehydes, and alcohols successfully. Low catalyst loading, clean process without utilizing any hazardous solvent, easy workup procedure, reusability and recyclability of the nano-catalyst within four runs without activity loss, high yields of the products, in addition with utilizing a vast range of substrates are some highlighted points of the reported protocols. Graphical abstract: [Figure not available: see fulltext.]