ChemicalBook--->CAS DataBase List--->75434-18-3

75434-18-3

75434-18-3 Structure

75434-18-3 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

6-Hydroxy-2-quinolinecarboxylic acid(75434-18-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-METHOXY-QUINOLINE-2-CARBOXYLIC ACID

75433-99-7

6-Hydroxy-2-quinolinecarboxylic acid

75434-18-3

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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