3-Aminoisonicotinic acid Chemical Properties

Melting point:

300°C

Boiling point:

497.1±30.0 °C(Predicted)

Density 

1.417±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Water

form 

Solid

pka

2.69±0.10(Predicted)

color 

Yellow to Brown

InChIKey

FYEQKMAVRYRMBL-UHFFFAOYSA-N

CAS DataBase Reference

7579-20-6(CAS DataBase Reference)

NIST Chemistry Reference

4-Pyridinecarboxylic acid, 3-amino-(7579-20-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

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3-Aminoisonicotinic acid Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

3-Aminoisonicotinic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

The general procedure for the synthesis of 3-aminoisonicotinic acid from 3,4-pyridinedicarboximide is as follows: Step 1: Bromine (1.93 mL, 38.6 mmol) was slowly added to a 10% aqueous sodium hydroxide solution (100 mL) followed by 1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (5.20 g, 35.1 mmol) under ice-bath cooling conditions. Next, 10% aqueous sodium hydroxide solution (60 mL) was added to the reaction mixture and the mixture was heated and stirred at 90 °C for 40 min. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with 50% sulfuric acid to 3. The precipitated solid was collected by filtration and washed with water to afford 3-aminoisonicotinic acid in the form of a light yellow powder (5.00 g, 100% yield). The product was characterized by 1H-NMR (200 MHz, DMSO-d6): δ 7.46 (1H, d, J = 5.1 Hz), 7.73 (1H, d, J = 5.1 Hz), 8.21 (1H, s).

References

[1] Patent: US2015/329556, 2015, A1. Location in patent: Paragraph 1612-1614
[2] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[3] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
[4] Tetrahedron Letters, 1993, vol. 34, # 39, p. 6225 - 6228
[5] Patent: US2006/199804, 2006, A1. Location in patent: Page/Page column 29

3-Aminoisonicotinic acid(7579-20-6)Related Product Information

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