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2-Chloro-5-hydroxy-3-methylpyridine

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2-Chloro-5-hydroxy-3-methylpyridine Basic information
Product Name:2-Chloro-5-hydroxy-3-methylpyridine
Synonyms:6-Chloro-5-methyl-3-hydroxy-pyridine;2-Chloro-5-hydroxy-3-methylpyridine;6-chloro-5-Methyl-3-Pyridinol;2-Chloro-5-hydroxy-3-methylpyrdine;2-Chloro-3-methyl-5-hydroxypyridine;2-Chloro-5-hydroxy-3-methylpyridine 96%;2-Chloro-5-hydroxy-3-methylpyr;3-Pyridinol, 6-chloro-5-methyl-
CAS:54232-03-0
MF:C6H6ClNO
MW:143.57
EINECS:
Product Categories:Pyridine
Mol File:54232-03-0.mol
2-Chloro-5-hydroxy-3-methylpyridine Structure
2-Chloro-5-hydroxy-3-methylpyridine Chemical Properties
Boiling point 353.0±37.0 °C(Predicted)
density 1.313±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka8.81±0.10(Predicted)
AppearanceWhite to light yellow Solid
CAS DataBase Reference54232-03-0
Safety Information
HS Code 2933399990
MSDS Information
2-Chloro-5-hydroxy-3-methylpyridine Usage And Synthesis
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
2-Chloro-5-hydroxy-3-methylpyridine Preparation Products And Raw materials
Raw materials3-Pyridinol, 6-chloro-5-methyl-, acetate (ester)
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