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70500-72-0

70500-72-0 Structure

70500-72-0 Structure
IdentificationMore
[Name]

7-Hydroxyquinolinone
[CAS]

70500-72-0
[Synonyms]

2,7-DIHYDROXYQUINOLINE
3,4-dihydro-7-hydroxy-2(1h)-quinolinone
7-HYDROXY-1H-QUINOLIN-2-ONE
7-hydroxy-2-(1h)-quinolinone
7-HYDROXY-2-QUINOLINONE
7-HYDROXYCARBOSTYRIL
7-HYDROXYQUINOLINE-2(1H)-ONE
7-hydroxyquinolinone
7-HYDROXYQUINOLINE-(1H)-2-ONE
3,4-Dihydro-7-hydroxyquinoline-2(1H)-one
7-Hydroxyquinolin-2(1H)-one
3,4-DIHYDRO-7-HYDROXY-2(1H)-QUINOLINE
7-Hydroxycarbostyril
[EINECS(EC#)]

812-453-9
[Molecular Formula]

C9H7NO2
[MDL Number]

MFCD07644575
[Molecular Weight]

161.16
[MOL File]

70500-72-0.mol
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[Melting point ]

187-192°C
[Boiling point ]

426.8±45.0 °C(Predicted)
[density ]

1.337±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[pka]

9.32±0.20(Predicted)
[color ]

Off-White to Pale Yellow
[Water Solubility ]

Water: Insoluble
[Major Application]

pharmaceutical
[InChI]

InChI=1S/C9H7NO2/c11-7-3-1-6-2-4-9(12)10-8(6)5-7/h1-5,11H,(H,10,12)
[InChIKey]

DBSPUDKBNOZFMX-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=CC(O)=C2)C=CC1=O
[CAS DataBase Reference]

70500-72-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[HS Code ]

29334900
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

A substituted carbostyril derivative as pharmaceutical intermediate.
[Definition]

ChEBI: 7-hydroxyquinolin-2(1H)-one is a monohydroxyquinoline and a quinolone.
[Synthesis]

N-(CINNAMOYL)-3-METHOXYANILINE

127033-74-3

7-Hydroxyquinolinone

70500-72-0

General procedure for the synthesis of 7-hydroxyquinolin-2(1H)-one from N-(3-methoxyphenyl)cinnamamide: Aluminum trichloride (3.16 g, 23.69 mmol) was added batchwise to a suspension of chlorobenzene (30 mL) of compound 3 (1 g, 3.95 mmol) in an ice bath. The reaction mixture was gradually warmed up to 120 °C and kept at reflux for 3 hours. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was concentrated to dryness under reduced pressure and the residue was purified by silica gel column chromatography to afford compound 4 in 54% yield.

[References]

[1] Synthesis, 1997, # 1, p. 87 - 90
[2] Tetrahedron Letters, 1999, vol. 40, # 24, p. 4505 - 4506
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 14, p. 5561 - 5578
[4] Patent: CN108101926, 2018, A. Location in patent: Paragraph 0033; 0034; 0035
[5] Patent: WO2008/24481, 2008, A2. Location in patent: Page/Page column 32
Spectrum DetailBack Directory
[Spectrum Detail]

7-Hydroxyquinolinone(70500-72-0)1HNMR
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