ChemicalBook--->CAS DataBase List--->321596-58-1

321596-58-1

321596-58-1 Structure

321596-58-1 Structure
IdentificationBack Directory
[Name]

6-Bromo-3-hydroxypicolinicacid
[CAS]

321596-58-1
[Synonyms]

6-Bromo-3-hydroxypicolinicacid
6-BroMo-3-hydroxypyridine-2-carboxylic acid
2-Pyridinecarboxylic acid, 6-bromo-3-hydroxy-
[Molecular Formula]

C6H4BrNO3
[MDL Number]

MFCD18072573
[MOL File]

321596-58-1.mol
[Molecular Weight]

218
Chemical PropertiesBack Directory
[Boiling point ]

485.7±45.0 °C(Predicted)
[density ]

1.985±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

2.32±0.25(Predicted)
[Appearance]

Off-white to light yellow Solid
Spectrum DetailBack Directory
[Spectrum Detail]

6-Bromo-3-hydroxypicolinicacid(321596-58-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Hydroxypicolinic acid

874-24-8

6-Bromo-3-hydroxypicolinicacid

321596-58-1

General procedure for the synthesis of 6-bromo-3-hydroxypyridine-2-carboxylic acid from 3-hydroxy-2-pyridinecarboxylic acid: to a stirred suspension of 3-hydroxypyridine-2-carboxylic acid (2.00 g, 0.0144 mol) in DMF (30 mL) was slowly added a solution of N-bromosuccinimide (2.56 g, 0.0144 mol) in DMF (30 mL). After 1 h of reaction, water (50 mL) and 1 M NaOH aqueous solution (25 mL) were added, followed by extraction of the reaction mixture with chloroform (3 x 150 mL). The organic layers were combined and concentrated under reduced pressure and the resulting residue was purified by preparative HPLC (System D). The final product 6-bromo-3-hydroxypyridine-2-carboxylic acid was obtained as 366 mg in 12% yield. The product was assayed by analytical HPLC and the purity was 100% in both cases (System A and B); LRESIMS (ESI+) m/z = 218/220 (M + H)+.

[References]

[1] Patent: WO2009/150144, 2009, A1. Location in patent: Page/Page column 63
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