6-AMINO-2H-1,4-BENZOXAZIN-3(4H)-ONE Chemical Properties

Melting point:

266-268°C

Density 

1.344

storage temp. 

2-8°C

form 

solid

color 

Pale brown

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-52-22

Safety Statements 

26-36/37/39-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29349990

6-AMINO-2H-1,4-BENZOXAZIN-3(4H)-ONE Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-amino-2H-1,4-benzomorpholin-3(4H)-one from 6-nitro-2H-1,4-benzoxazin-3(4H)-one: to a solution of 6-nitro-2H-1,4-benzoxazin-3(4H)-one (2.97 g, 15.00 mmol) in methanol (50 mL) was added 10% palladium/carbon catalyst (0.30 g). The reaction mixture was stirred under hydrogen atmosphere for 16 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford 6-amino-2H-1,4-benzomorpholin-3(4H)-one (2.36 g, 95% yield) as a brown solid. Mass spectrometry (MS) analysis showed a molecular ion peak of 165 (M + H).

References

[1] ChemCatChem, 2014, vol. 6, # 11, p. 3153 - 3159
[2] Patent: WO2018/19252, 2018, A1. Location in patent: Page/Page column 37
[3] ChemSusChem, 2017, vol. 10, # 15, p. 3035 - 3039
[4] Journal of Medicinal Chemistry, 2005, vol. 48, # 1, p. 71 - 90
[5] Patent: US2009/298819, 2009, A1. Location in patent: Page/Page column 16; 22

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