2-Amino-5-hydroxypyridine Chemical Properties

Melting point:

116-117 °C(Solv: methanol (67-56-1); benzene (71-43-2))

Boiling point:

447.4±30.0 °C(Predicted)

Density 

1.320±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

10.47±0.10(Predicted)

form 

Powder

Appearance

Gray to black Solid

InChI

InChI=1S/C5H6N2O/c6-5-2-1-4(8)3-7-5/h1-3,8H,(H2,6,7)

InChIKey

ZTWYBFHLUJUUDX-UHFFFAOYSA-N

SMILES

C1=NC(N)=CC=C1O

CAS DataBase Reference

55717-46-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-36-22

Safety Statements 

26-36/37/39

HS Code 

2933399990

2-Amino-5-hydroxypyridine Usage And Synthesis

Chemical Properties

2-Amino-5-hydroxypyridine is Light yellow Cryst

Uses

2-Amino-5-hydroxypyridine is a substituted pyridine used as an efficient antioxidant in human low density lipoproteins.

Synthesis

The general procedure for the synthesis of 2-amino-5-hydroxypyridine from 5-(benzyloxy)pyridin-2-amine was as follows: 2-amino-5-benzyloxypyridine, ethanol (217 g) and a toluene solution (331 g) of 10% Pd/C (2.28 g, 53% moisture content) were added to an autoclave and the reaction was carried out at 25 °C. During the reaction, hydrogen was introduced into the autoclave, maintaining an absolute pressure of 0.2 MPa, and the reaction lasted for several hours. Upon completion of the reaction, the Pd/C catalyst was removed by filtration and the residue was washed with ethanol (76 g). The filtrate was dried under reduced pressure to give 2-amino-5-hydroxypyridine (25.6 g, 0.23 mol) in 92% yield.

References

[1] Patent: JP2017/48131, 2017, A. Location in patent: Paragraph 0124

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