4-(1,3-OXAZOL-5-YL)ANILINE Chemical Properties

Melting point:

150 °C

Boiling point:

318.7±17.0 °C(Predicted)

Density 

1.204±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

3.46±0.10(Predicted)

color 

Pale yellow

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-22

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2934999090

4-(1,3-OXAZOL-5-YL)ANILINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-(5-oxazolyl)aniline from 5-(4-nitrophenyl)oxazole: To a solution of ethanol (10 mL) containing 5-(4-nitrophenyl)oxazole (500 mg, 2.6 mmol) was added powdered tin (620 mg, 5.2 mmol), followed by the slow dropwise addition of concentrated hydrochloric acid (1 mL). The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was filtered and the filtrate was evaporated to dryness. The resulting residue was diluted with distilled water (10 mL) and alkalized to pH neutral with saturated sodium bicarbonate solution. Subsequently, the aqueous phase was extracted with ethyl acetate. The organic layer was separated, washed with distilled water, dried over anhydrous sodium sulfate and finally concentrated to dryness to give 4-(5-oxazolyl)aniline (380 mg, 90% yield) as a solid product.

References

[1] Patent: WO2006/123145, 2006, A1. Location in patent: Page/Page column 66-67
[2] Patent: EP1612204, 2006, A1. Location in patent: Page/Page column 20

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