110486-57-2

Basic information

• Product Name: 6-BROMO-3-PHENYL-2-QUINOLINOL
• Synonyms: 6-BROMO-3-PHENYL-2-QUINOLINOL;6-Bromo-2-hydroxy-3-phenylquinoline
• CAS NO: 110486-57-2
• Molecular Formula: C₁₅H₁₀BrNO
• Molecular Weight: 300.15
• Mol File: 110486-57-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 256-259 °C(Solv: ligroine (8032-32-4); acetone (67-64-1))
• Boiling Point: 465.7°C at 760 mmHg
• Flash Point: 235.5°C
• Appearance: /
• Density: 1.526g/cm³
• Vapor Pressure: 2.7E-09mmHg at 25°C
• Refractive Index: 1.704
• PKA: 10.32±0.70(Predicted)
• CAS DataBase Reference: 6-BROMO-3-PHENYL-2-QUINOLINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-3-PHENYL-2-QUINOLINOL(110486-57-2)
• EPA Substance Registry System: 6-BROMO-3-PHENYL-2-QUINOLINOL(110486-57-2)

Safety Data

• Hazardous Substances Data: 110486-57-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H10BrNO/c16-12-6-7-14-11(8-12)9-13(15(18)17-14)10-4-2-1-3-5-10/h1-9H,(H,17,18)

Upstream product

• 1022-66-8 3-phenyl-1,2,3,4-tetrahydro-2-quinolone 
• 113092-91-4 6-bromo-3,4-dihydro-3-phenylcarbostyril 
• 19319-35-8 (E)-2-phenyl-3-(2-nitrophenyl)propenoic acid 
• 66416-72-6 4-bromo-2-iodoaniline 
• 536-74-3 phenylacetylene 
• 13939-06-5 molybdenum hexacarbonyl 
• 144-62-7 oxalic acid 

Downstream Products

• 85274-48-2 6-bromo-2-chloro-3-phenylquinoline 
• 85274-41-5 [2-(6-Bromo-3-phenyl-quinolin-2-ylsulfanyl)-ethyl]-dimethyl-amine 
• 113093-01-9 6-Bromo-2-(4-methyl-piperazin-1-yl)-3-phenyl-quinoline 
• 113093-02-0 2-[4-(6-Bromo-3-phenyl-quinolin-2-yl)-piperazin-1-yl]-ethanol 

Relevant articles and documents

Supported Palladium Nanoparticles-Catalyzed Synthesis of 3-Substituted 2-Quinolones from 2-Iodoanilines and Alkynes Using Oxalic Acid as C1 Source

3-Aryl/alkyl-2-quinolones were synthesized employing microwave assisted multicomponent reaction of 2-iodoanilines, terminal alkynes and oxalic acid dihydrate ((CO2H)2 ? 2H2O) under polystyrene supported palladium (Pd@PS) nanoparticles-catalyzed conditions. The use of a heterogeneous palladium catalyst was explored first time for 2-quinolone synthesis involving carbonylation reaction employing (CO2H)2 ? 2H2O as a solid and bench stable carbon monoxide (CO) source. The reaction exhibited good substrate generality for 2-iodoanilines and alkynes with wide functional group tolerance and good regio-selectivity. The ligand free operation, recyclability of heterogeneous Pd@PS catalyst and use of bench stable C1 source are the invaluable merits of the protocol. (Figure presented.).

Microwave-assisted, palladium-catalyzed carbonylative cyclization - Rapid synthesis of 2-quinolones from unprotected 2-iodoanilines and terminal alkynes

Palladium-catalyzed cyclocarbonylations of 2-iodoanilines with various terminal alkynes have been carried out by the use of commercially available molybdenum hexacarbonyl as a convenient and solid carbon monoxide source. The reactions were conducted at 160 °C for 30 min under microwave irradiation and in the presence of Et3N in THF, affording the corresponding 2-quinolone derivatives in good regioselectivities and yields.