| Identification | Back Directory | [Name]
6-Hydroxy-2-quinolinecarboxylic acid | [CAS]
75434-18-3 | [Synonyms]
6-Hydroxy-2-quinolinecarboxylic acid 6-hydroxyquinoline-2-carboxylic acid 2-Quinolinecarboxylic acid, 6-hydroxy- | [Molecular Formula]
C10H7NO3 | [MDL Number]
MFCD11878577 | [MOL File]
75434-18-3.mol | [Molecular Weight]
189.17 |
| Chemical Properties | Back Directory | [Melting point ]
242-245o C | [storage temp. ]
Hygroscopic, Refrigerator, under inert atmosphere | [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly) | [form ]
Solid | [color ]
Pale Yellow to Pale Green |
| Hazard Information | Back Directory | [Synthesis]
6-Methoxyquinoline-2-carboxylic acid (4 g, 0.019 mol) was used as starting material and suspended in 48% aqueous hydrobromic acid (80 ml). The reaction mixture was heated to reflux at 125°C overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and the pH was adjusted to 6-7 by slow addition of aqueous ammonium hydroxide. subsequently, dilute hydrochloric acid was added dropwise until the pH reached 3-4, at which point the target product, 6-hydroxy-2-quinolinecarboxylic acid, precipitated as a solid. The precipitate was collected by filtration, washed thoroughly with deionized water, and finally dried in a vacuum drying oven to give 3.5 g of the product in the form of a yellow solid (0.0185 mol, 97% yield). The molecular weight of the product was confirmed to be 190.1 (M+H)+ by mass spectrometry. | [References]
[1] Patent: US2006/84679, 2006, A1. Location in patent: Page/Page column 12 [2] Patent: US4461896, 1984, A [3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 15, p. 4495 - 4500 |
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Cool Pharm, Ltd
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