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5-Hydroxy-3,4-dihydroquinolin-2(1H)-one

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5-Hydroxy-3,4-dihydroquinolin-2(1H)-one Basic information

Product Name:
5-Hydroxy-3,4-dihydroquinolin-2(1H)-one
Synonyms:
  • 3,4-DIHYDRO-5-HYDROXY-2(1H)-QUINOLINONE
  • 5-HYDROXY-3,4-DIHYDRO-1H-QUINOLIN-2-ONE
  • 5-HYDROXY-3,4-DIHYDRO-2(1H)-QUINOLINONE
  • 3,4-Dihydro-5-hydroxycarbostyril
  • 5-HYDROXY-3,4-DIHYDRO-2-QUINOLINE
  • 5-Hydroxy-2(1H)-3,4-dihydroquinolinone
  • 3,4-Dihydro-5-hydroxy-1H-quinolin-2-one
  • 5-Hydroxy-3,4-dihydrocarbostyril
CAS:
30389-33-4
MF:
C9H9NO2
MW:
163.17
EINECS:
608-474-6
Product Categories:
  • pharmacetical
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • API
Mol File:
30389-33-4.mol
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5-Hydroxy-3,4-dihydroquinolin-2(1H)-one Chemical Properties

Melting point:
225-227°C
Boiling point:
381.2±42.0 °C(Predicted)
Density 
1.282±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.63±0.20(Predicted)
color 
White to Off-White
InChI
InChI=1S/C9H9NO2/c11-8-3-1-2-7-6(8)4-5-9(12)10-7/h1-3,11H,4-5H2,(H,10,12)
InChIKey
UTTJAIFHRUAFED-UHFFFAOYSA-N
SMILES
N1C2=C(C(O)=CC=C2)CCC1=O
CAS DataBase Reference
30389-33-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
HS Code 
2933499090
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5-Hydroxy-3,4-dihydroquinolin-2(1H)-one Usage And Synthesis

Chemical Properties

Off-white Solid

Uses

Carteolol (C184450) metabolite.

Definition

ChEBI: 5-hydroxy-3,4-dihydro-2(1h)-quinolinone is a quinolone and a hydroxyquinoline.

Synthesis

To a 100 ml three-necked flask were added 3,4,7,8-tetrahydro-2,5 (1 H, 6Η) -quinoline dione (0.02 mol) and cyclohexane (25 ml). After stirring to dissolve in the ice bath for 10min, slowly add a dropwise N-bromosuccinimide (0.03mol) in cyclohexane (5ml), and reflux for 3h at the end of the dropwise addition. After completion of the reaction by TLC, cool down to room temperature. Water was added (the amount was 0.7 times the volume of the reactant), and the mixture was allowed to stand with stirring. The aqueous layer was extracted with ethyl acetate (1 × the volume of the aqueous layer 4 times), and the organic layers were combined. Anhydrous sulfuric acid Calcium was dried and filtered, the filtrate was evaporated to remove the solvent, and the residue was dried to give an off-white solid as a 5-Hydroxy-3,4-dihydroquinolin-2(1H)-one (Yield 92.7percent).

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