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6-Bromo-2(1H)-quinolone

6-Bromo-2(1H)-quinolone Suppliers list
Company Name: Shanghai Suifu Chemical Technology CO.,LTD.  Gold
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Email: suifuchemical@163.com
Company Name: J & K SCIENTIFIC LTD.  
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Company Name: Alfa Aesar  
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Company Name: BeiJing Hwrk Chemicals Limted  
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6-Bromo-2(1H)-quinolone manufacturers

6-Bromo-2(1H)-quinolone Basic information
Product Name:6-Bromo-2(1H)-quinolone
Synonyms:6-BROMO-2-HYDROXYQUINOLINE;6-Bromo-2(1H)-quinolinone;6-Bromo-2-quinolinol;6-Bromocarbostyril;6-Bromo-2-hydroxyquinoline 98%;109404;6-Bromo-2-quinolinone;2-Hydroxy-6-bromoquinoline
CAS:1810-66-8
MF:C9H6BrNO
MW:224.05
EINECS:
Product Categories:Aromatics Compounds;CHIRAL CHEMICALS;Aromatics;Heterocycles
Mol File:1810-66-8.mol
6-Bromo-2(1H)-quinolone Structure
6-Bromo-2(1H)-quinolone Chemical Properties
Melting point 278-280C
Boiling point 393.8±42.0 °C(Predicted)
density 1.620±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO
pka10.76±0.70(Predicted)
form Solid
color Beige
InChIInChI=1S/C9H6BrNO/c10-7-2-3-8-6(5-7)1-4-9(12)11-8/h1-5H,(H,11,12)
InChIKeyYLAFBGATSQRSTB-UHFFFAOYSA-N
SMILESN1C2=C(C=C(Br)C=C2)C=CC1=O
Safety Information
Hazard Codes Xn
Risk Statements 22-41
Safety Statements 26-39
WGK Germany 3
HS Code 2933499090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
MSDS Information
6-Bromo-2(1H)-quinolone Usage And Synthesis
Chemical PropertiesBeige Solid
Uses6-Bromo-2(1H)-quinolinone is a useful intermediate for the synthesis of other quinoline derivatives.
Synthesis
(2E)-N-(4-Bromophenyl)-3-ethoxy-2-propenamide

327058-51-5

6-BROMO-2(1H)-QUINOLONE

1810-66-8

General procedure for the synthesis of 6-bromoquinolin-2(1H)-one from the compound (CAS:327058-51-5): 6-bromo-2(1H)-quinolinone (6.0 g, 22.2 mmol) was dissolved in concentrated H2SO4 (30 mL) and the reaction was heated in an oil bath at 100 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and quenched with ice water. The precipitate precipitated was collected by filtration, washed with water and subsequently dried under vacuum to afford 6-bromoquinolin-2(1H)-one as a white solid (4.8 g, 97% yield). Mass spectrum (ES+) m/e 225 [M+H]+.

References[1] Patent: WO2006/132739, 2006, A2. Location in patent: Page/Page column 35-36
[2] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 6, p. 508 - 518
[3] European Journal of Medicinal Chemistry, 2000, vol. 35, # 10, p. 931 - 940
[4] Journal of Medicinal Chemistry, 2005, vol. 48, # 1, p. 306 - 311
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