4-(Morpholinomethyl)aniline Chemical Properties

Melting point:

95-97°C

Boiling point:

320.7±27.0 °C(Predicted)

Density 

1.136±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

7.26±0.10(Predicted)

Appearance

White to light yellow Solid

CAS DataBase Reference

51013-67-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

20/21/22-34

Safety Statements 

26-36/37/39-45-22

HazardClass 

IRRITANT

HS Code 

2934999090

4-(Morpholinomethyl)aniline Usage And Synthesis

Uses

4-(Morpholinomethyl)aniline is an aniline derivative used in the preparation of tyrosine kinase inhibitors.

Synthesis

General procedure for the synthesis of 4-morpholinomethylaniline from 4-(4-nitrobenzyl)morpholine: 4-(4-nitrobenzyl)morpholine (2.22 g, 10 mmol) was dissolved in methanol under nitrogen atmosphere and 200 mg of Pd/C catalyst was added. Hydrogen was then passed through to carry out the hydrogenation reaction, which lasted for 6 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was collected. The filtrate was concentrated to give 1.83 g of 4-morpholinomethylaniline solid in 95% yield.

References

[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 12, p. 3507 - 3525
[2] RSC Advances, 2015, vol. 5, # 58, p. 47125 - 47130
[3] Patent: CN106432235, 2017, A. Location in patent: Paragraph 0091; 0092
[4] Organic Process Research and Development, 2006, vol. 10, # 3, p. 493 - 499
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 4, p. 1499 - 1518

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