ChemicalBook--->CAS DataBase List--->96530-75-5

96530-75-5

96530-75-5 Structure

96530-75-5 Structure
IdentificationBack Directory
[Name]

2-HYDROXY-4-FLUOROPYRIDINE
[CAS]

96530-75-5
[Synonyms]

uoropyridin-2-oL
4-fluoropyridin-2-o
4-Fluoropyridin-2-ol
4-Fluoropyridin-2(1H)-one
4-fluoro-1H-pyridin-2-one
4-FLUORO-2(1H)-PYRIDINONE
2-HYDROXY-4-FLUOROPYRIDINE
4-fluoro-2-hydroxypyridine
2(1H)-Pyridinone, 4-fluoro-
2-HYDROXY-4-FLUOROPYRIDINE ISO 9001:2015 REACH
[Molecular Formula]

C5H4FNO
[MDL Number]

MFCD07437952
[MOL File]

96530-75-5.mol
[Molecular Weight]

113.09
Chemical PropertiesBack Directory
[storage temp. ]

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

solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-HYDROXY-4-FLUOROPYRIDINE(96530-75-5)1HNMR
2-HYDROXY-4-FLUOROPYRIDINE(96530-75-5)19FNMR
Hazard InformationBack Directory
[Synthesis]

4-AMINO-PYRIDIN-2-OL

38767-72-5

2-HYDROXY-4-FLUOROPYRIDINE

96530-75-5

General procedure for the synthesis of 4-fluoropyridin-2-one from 4-aminopyridin-2-one: 4-amino-2-pyridinone (1.85 g, 16.8 mmol) was slowly added to a cooled solution of HF-pyridine complex (70%, 13.1 mL) at 0 °C. The mixture was cooled to -20 °C. Potassium tert-butoxide (3.0 mL, 25.2 mmol) was slowly added. The reaction mixture was stirred at -20 °C for 0.5 h and then slowly warmed to room temperature. The reaction was kept for 2 hours and then finally heated at 60 °C for 1 hour. The mixture was cooled to 0 °C and left to stand. Sodium carbonate (Na2CO3) was added to neutralize. The aqueous layer was extracted with ethyl acetate (5 times), the organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. Purification of the crude product by rapid chromatography on silica gel (dichloromethane/methanol: 95/5) afforded the target compound 4-fluoropyridin-2-one (1.14 g, 60% yield) as a colorless solid.

[References]

[1] Synlett, 2016, vol. 27, # 1, p. 67 - 69
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