6-Bromo-3-hydroxypicolinicacid

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6-Bromo-3-hydroxypicolinicacid Basic information
Product Name:6-Bromo-3-hydroxypicolinicacid
Synonyms:6-Bromo-3-hydroxypicolinicacid;6-BroMo-3-hydroxypyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 6-bromo-3-hydroxy-
CAS:321596-58-1
MF:C6H4BrNO3
MW:218
EINECS:
Product Categories:
Mol File:321596-58-1.mol
6-Bromo-3-hydroxypicolinicacid Structure
6-Bromo-3-hydroxypicolinicacid Chemical Properties
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
pka2.32±0.25(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
6-Bromo-3-hydroxypicolinicacid Usage And Synthesis
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
6-Bromo-3-hydroxypicolinicacid Preparation Products And Raw materials
Raw materials3-Hydroxypicolinic acid-->N,N-Dimethylformamide-->Water-->N-Bromosuccinimide-->Sodium hydroxide
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