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3-Hydroxy-4-pyridinecarboxylic acid

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3-Hydroxy-4-pyridinecarboxylic acid manufacturers

3-Hydroxy-4-pyridinecarboxylic acid Basic information
Product Name:3-Hydroxy-4-pyridinecarboxylic acid
Synonyms:3-HYDROXY PYRIDINE-4-CARBOXYLIC ACID;3-Hydroxy-4-pyridinecaboxylic acid;3-Hydroxy-4-pyridinecarboxylic acid ,97%;3-hydroxypyridin-4-carboxylic acid;3-Hydroxy-4-carboxypyridine;3-HydroxyisonicotinicAcid>;4-Pyridinecarboxylic acid, 3-hydroxy-;3-Hydroxyisonicotinicaci
CAS:10128-71-9
MF:C6H5NO3
MW:139.11
EINECS:
Product Categories:Pyridines;pharmacetical
Mol File:10128-71-9.mol
3-Hydroxy-4-pyridinecarboxylic acid Structure
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
pka0.51±0.10(Predicted)
form Solid
color Light yellow to Brown
Water Solubility Soluble in methanol. Slightly soluble in water.
InChI1S/C6H5NO3/c8-5-3-7-2-1-4(5)6(9)10/h1-3,8H,(H,9,10)
InChIKeyJEHGATQUCUYHJL-UHFFFAOYSA-N
SMILESOC(=O)c1ccncc1O
CAS DataBase Reference10128-71-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany WGK 3
HazardClass IRRITANT
HS Code 29333990
Storage Class11 - Combustible Solids
MSDS Information
3-Hydroxy-4-pyridinecarboxylic acid Usage And Synthesis
Chemical PropertiesLight yellow solid
Uses3-Hydroxyisonicotinic Acid is used in the preparation of chelating agents for iron and aluminum.
Synthesis
3-Aminoisonicotinic acid

7579-20-6

3-HYDROXY-4-PYRIDINECARBOXYLIC ACID

10128-71-9

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
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