| Identification | More | [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 Properties | Back 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) |
| Hazard Information | Back 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]
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 |
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