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54232-03-0

54232-03-0 Structure

54232-03-0 Structure
IdentificationBack Directory
[Name]

2-BROMO-5-HYDROXY-3-PICOLINE
[CAS]

54232-03-0
[Synonyms]

6-bromo-5-methylpyridin-3-ol
2-BROMO-5-HYDROXY-3-PICOLINE
3-Pyridinol,6-bromo-5-methyl-
6-chloro-5-Methylpyridin-3-ol
6-chloro-5-Methyl-3-Pyridinol
2-Chloro-5-hydroxy-3-methylpyrdine
2-Chloro-5-hydroxy-3-methylpyridine
2-Chloro-3-methyl-5-hydroxypyridine
6-Chloro-5-methyl-3-hydroxy-pyridine
[Molecular Formula]

C6H6BrNO
[MDL Number]

MFCD09839267
[MOL File]

54232-03-0.mol
[Molecular Weight]

188.022
Chemical PropertiesBack Directory
[Boiling point ]

353.0±37.0 °C(Predicted)
[density ]

1.313±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

8.81±0.10(Predicted)
[Appearance]

White to light yellow Solid
[CAS DataBase Reference]

54232-03-0
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-Chloro-5-hydroxy-3-methylpyridine(54232-03-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Pyridinol, 6-chloro-5-methyl-, acetate (ester)

54232-04-1

2-Chloro-5-hydroxy-3-methylpyridine

54232-03-0

To a stirred solution of methanol (15 mL) was added potassium carbonate (1.10 g, 0.0081 mol) as 6-chloro-5-methylpyridin-3-yl acetate (750 mg, 0.004 mol) at room temperature. The reaction mixture was stirred continuously at ambient temperature for 1 hour. Subsequently, the solvent was removed by concentration under reduced pressure and the residue was diluted with a minimal amount of water and neutralized with 1N hydrochloric acid (15 mL). After neutralization was complete, the solution was extracted using ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to give 6-chloro-5-methylpyridin-3-ol as an off-white solid (500 mg, 89% yield). Mass spectrometry analysis showed m/z = 143.01 [M + H]+. 1H-NMR (300 MHz, DMSO-d6) data were as follows: δ 10.09 (s, 1H), 7.76 (d, J = 3Hz, 1H), 7.18 (d, J = 3.6Hz, 1H), 2.24 (s, 3H).

[References]

[1] Patent: WO2014/138484, 2014, A1. Location in patent: Page/Page column 157
[2] Patent: WO2016/22724, 2016, A1. Location in patent: Page/Page column 297
[3] Patent: US2014/249104, 2014, A1. Location in patent: Page/Page column
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