isoxazol-5-amine Chemical Properties

Melting point:

75-77 °C

Boiling point:

234.7±13.0 °C(Predicted)

Density 

1.241±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

solid

pka

-1.23±0.50(Predicted)

color 

White to cream

InChI

InChI=1S/C3H4N2O/c4-3-1-2-5-6-3/h1-2H,4H2

InChIKey

IAXWZYXUKABJAN-UHFFFAOYSA-N

SMILES

O1C(N)=CC=N1

EPA Substance Registry System

5-Isoxazolamine (14678-05-8)

Safety Information

HazardClass 

IRRITANT

HS Code 

2934999090

isoxazol-5-amine Usage And Synthesis

Synthesis

Propynonitrile (1.54 g, 30.2 mmol) was mixed with hydroxylamine hydrochloride (2.10 g, 30.2 mmol), 10% aqueous sodium hydroxide (12.1 mL, 30.2 mmol) and methanol (12 mL) and the reaction was stirred for 12 hours at 30 °C. After completion of the reaction, the reaction mixture was extracted with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography (eluent: ethyl acetate) to afford the target compound 5-aminoisoxazole (760 mg, 29.9% yield) as solid.1H-NMR (CDCl3) δ: 4.51 (2H, br s), 5.11 (2H, d, J = 2.1 Hz), 7.96 (2H, d, J = 2.1 Hz).

References

[1] Patent: EP1813606, 2007, A1. Location in patent: Page/Page column 89

isoxazol-5-amine(14678-05-8)Related Product Information

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