5-AMINO-3-METHYLISOXAZOLE Chemical Properties

Melting point:

85-87 °C(lit.)

Boiling point:

231.3±20.0℃ (760 Torr)

Density 

1.167±0.06 g/cm3 (20 ºC 760 Torr)

refractive index 

1.4327 (estimate)

Flash point:

93.7±21.8℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform, Methanol (Slightly)

pka

-0.59±0.50(Predicted)

form 

Crystalline Powder and Chunks

color 

Yellow to orange-brown

λmax

242nm(MeOH)(lit.)

BRN 

107906

InChIKey

FNXYWHTZDAVRTB-UHFFFAOYSA-N

CAS DataBase Reference

14678-02-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HazardClass 

KEEP COLD

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-AMINO-3-METHYLISOXAZOLE Usage And Synthesis

Chemical Properties

yellow to orange-brown crystalline powder

Uses

5-Amino-3-methylisoxazole is a widely used reactant. 5-Amino-3-methylisoxazole has been used as a reactant for the preparation of heterocycle fused pyridinecarboxylic acids.

General Description

5-Amino-3-methylisoxazole reacts with α,β-unsaturated ketones to yield the corresponding isoxazolo[5,4-b]pyridines.

Synthesis

Example 10 Preparation of 3-methyl-5-aminoisoxazole (STR35): hydroxylamine hydrochloride (34.81 g, 0.50 mol) was dissolved in 100 mL of water and the solution was cooled in an ice bath for 10 minutes. Subsequently, 3-aminocrotononitrile (48.30 g, 85% purity, 0.50 mol) was added in batches over 10 min. After stirring for 30 minutes, the solution was observed to turn orange and a solid precipitated. The solid was collected by filtration and recrystallized from benzene to give the final white solid product 3-methyl-5-aminoisoxazole (30.98 g, 63.2% yield) with a melting point ranging from 77°C to 79°C. The solid was collected by filtration and recrystallized from benzene to give the final white solid product 3-methyl-5-aminoisoxazole (30.98 g, 63.2% yield).

References

[1] Patent: US5252538, 1993, A

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