3-HYDROXY-4-PYRIDINECARBOXYLIC ACID Chemical Properties

Melting point:

317-319(dec.)

Boiling point:

519.3±35.0 °C(Predicted)

Density 

1.485±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

0.51±0.10(Predicted)

form 

Solid

color 

Light yellow to Brown

Water Solubility 

Soluble in methanol. Slightly soluble in water.

CAS DataBase Reference

10128-71-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

29333990

3-HYDROXY-4-PYRIDINECARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

3-Hydroxyisonicotinic Acid is used in the preparation of chelating agents for iron and aluminum.

Synthesis

Step B: Synthesis of 3-hydroxyisonicotinic acid: 3-aminoisonicotinic acid (108.86 g, 788.13 mmol) was dissolved in water (1740 mL), followed by slow addition of sulfuric acid (84.020 mL, 1576.3 mmol). The resulting yellow slurry was cooled to below 10°C and a solution of sodium nitrite (60.359 g, 874.83 mmol) in water (510 mL) was added dropwise while maintaining the temperature below 10°C. Subsequently, the reaction mixture was heated to 80°C, at which point a large amount of precipitate generation was observed. After the suspension was cooled to 65°C, glacial acetic acid (88 mL, continuous decantation) and concentrated ammonium hydroxide (190 mL) were added sequentially to adjust the final pH to about 4.5. The precipitate was collected by vacuum filtration and washed with cold water. The solid was dried in air for 16 h to give the final free flowing granular 3-hydroxyisonicotinic acid (99.37 g, 91% yield).

References

[1] Patent: US2007/49603, 2007, A1. Location in patent: Page/Page column 78; 30
[2] Patent: WO2008/24725, 2008, A1. Location in patent: Page/Page column 67
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 16, p. 6942 - 6990

3-HYDROXY-4-PYRIDINECARBOXYLIC ACID(10128-71-9)Related Product Information

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• 5-BROMO-2-HYDROXY-3-PYRIDINECARBOXYLIC ACID
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• 5-CHLORO-6-HYDROXY-3-PYRIDINECARBOXYLIC ACID
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