3-AMINO-5-BROMOPYRIDINE-2-CARBOXAMIDE Chemical Properties

Boiling point:

358.8±42.0 °C(Predicted)

Density 

1.802±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

14.56±0.50(Predicted)

Appearance

Light yellow to brown Solid

InChI

InChI=1S/C6H6BrN3O/c7-3-1-4(8)5(6(9)11)10-2-3/h1-2H,8H2,(H2,9,11)

InChIKey

VKYMXWCCSJWUQY-UHFFFAOYSA-N

SMILES

C1(C(N)=O)=NC=C(Br)C=C1N

Safety Information

Hazard Codes 

T

Risk Statements 

25-36-43

Safety Statements 

26-36/37-45

RIDADR 

UN 2811 6.1 / PGIII

HazardClass 

IRRITANT

3-AMINO-5-BROMOPYRIDINE-2-CARBOXAMIDE Usage And Synthesis

Synthesis

(4) Preparation of 3-amino-5-bromopyridine-2-carboxamide: 5-bromo-3-nitropyridine-2-carboxamide (400 mg, 1.63 mmol), ammonium chloride (435 mg, 8.15 mmol), and iron powder (273 mg, 4.89 mmol) were suspended in a solvent mixture of methanol (6 mL) and water (3 mL), and the reaction was stirred at 100°C for for 20 hours. After completion of the reaction, it was cooled to room temperature, filtered through diatomaceous earth and the diatomaceous earth was washed with methanol. The filtrates were combined and concentrated under reduced pressure. The residue was dissolved in chloroform and the organic layer was washed with water. The organic layer was separated and concentrated under reduced pressure to afford the target compound 3-amino-5-bromopyridine-2-carboxamide (246 mg, 70% yield).

References

[1] Patent: EP1757594, 2007, A1. Location in patent: Page/Page column 77
[2] Journal of the Chemical Society, 1952, p. 2042,2044

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