| Identification | Back Directory | [Name]
8-Hydroxy-6-quinolinecarboxylic acid | [CAS]
90800-42-3 | [Synonyms]
3-Oxetanol,6-ethynyl-
8-Hydroxy-6-quinolinecarboxylic aci
8-Hydroxy-6-quinolinecarboxylic acid
8-Hydroxyquinoline-6-carboxylic acid
6-Quinolinecarboxylic acid, 8-hydroxy-
1,4-Benzenedicarbonitrile,2,10-dibromo-
1H-Benzimidazole-1-carboxylicacid,2,3-dihydro-7-oxo-,ethylester | [Molecular Formula]
C10H7NO3 | [MDL Number]
MFCD18417146 | [MOL File]
90800-42-3.mol | [Molecular Weight]
189.17 |
| Chemical Properties | Back Directory | [Melting point ]
284 °C(Solv: acetic acid (64-19-7)) | [Boiling point ]
431.7±35.0 °C(Predicted) | [density ]
1.480±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.93±0.30(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 8-hydroxyquinoline-6-carboxylic acid from 4-amino-3-hydroxybenzoic acid and acrolein [stabilized]: acrolein (21.8 mL, 326 mmol) was added slowly and dropwise to an aqueous 12 N solution (50 mL) containing 4-amino-3-hydroxybenzoic acid (5.00 g, 33.0 mmol). The reaction mixture was heated to reflux for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure to remove the solvent. The resulting residue was purified by reversed-phase chromatography (elution gradient: water:CH3CN 100:0 to 50:50), resulting in the target product 8-hydroxyquinoline-6-carboxylic acid (561 mg, 9% yield). The product was analyzed by UPLC/MS (ES+) and showed m/z 190.04 [M+H]+. | [References]
[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 2, p. 521 - 533
[2] Patent: WO2015/26792, 2015, A1. Location in patent: Paragraph 0421 |
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