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3-Amino-4-pyridinol

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3-Amino-4-pyridinol Basic information

Product Name:
3-Amino-4-pyridinol
Synonyms:
  • 4-HYDROXY-3-AMINO PYRIDINE
  • 3-AMINO-4-HYDROXYPYRIDINE
  • 3-AMINO-PYRIDIN-4-OL
  • 3-AMINO-4-HYDROXYPYRIDINE 4-HYDROXY-3-AMINO PYRIDINE
  • 4-Hydroxy-3-Amino
  • 3-AMINO-4-HYDROXYPYRIDINE, HPLC 99%
  • 3-Amino-4-hydroxypyridine hydrate, 95%
  • 3-amino-1H-pyridin-4-one
CAS:
6320-39-4
MF:
C5H6N2O
MW:
110.11
EINECS:
676-800-4
Product Categories:
  • aminopyridin
  • Heterocycle-Pyridine series
  • pharmacetical
  • Amines
  • Pyridines
  • Pyridine
Mol File:
6320-39-4.mol
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3-Amino-4-pyridinol Chemical Properties

Melting point:
145-149°C
Boiling point:
508.9±35.0 °C(Predicted)
Density 
1.320±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
5.04±0.18(Predicted)
color 
Light yellow to Brown
InChI
InChI=1S/C5H6N2O/c6-4-3-7-2-1-5(4)8/h1-3H,6H2,(H,7,8)
InChIKey
OIIBRAGQGFLUFI-UHFFFAOYSA-N
SMILES
C1=NC=CC(O)=C1N
CAS DataBase Reference
6320-39-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-40-41-37/38-22
Safety Statements 
22-26-36-39-37
HazardClass 
IRRITANT
HS Code 
29333999
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3-Amino-4-pyridinol Usage And Synthesis

Uses

3-Amino-4-hydroxypyridine is a useful synthesis reagent.

Synthesis

5435-54-1

6320-39-4

4-Hydroxy-3-nitropyridine (2.8 g, 20.0 mmol) was dissolved in 150 mL of methanol and 280 mg of Pd/C catalyst was added. The air in the reaction flask was replaced with hydrogen, which was continuously vented, and the reaction was carried out at room temperature, and the progress of the reaction was monitored by thin-layer chromatography (TLC) until the completion of the reaction. The reaction mixture was filtrated, the filter cake was washed with methanol, the filtrates were combined and concentrated under reduced pressure to give 3-amino-4-hydroxypyridine as a black to orange oily liquid (1.98 g, 90% yield).

References

[1] Patent: US2007/105891, 2007, A1. Location in patent: Page/Page column 10
[2] Patent: US2011/28467, 2011, A1. Location in patent: Page/Page column 15
[3] Patent: CN108373476, 2018, A. Location in patent: Paragraph 0390-0394
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 24, p. 9742 - 9753
[5] Roczniki Chemii, 1955, vol. 29, p. 119,127

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