4-BROMO-2,3-DIFLUOROANILINE Chemical Properties

Melting point:

58-63°

Boiling point:

215.1±35.0℃ (760 Torr)

Density 

1.788±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

83.9±25.9℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

1.48±0.10(Predicted)

form 

solid

color 

Light purple/tan

InChI

InChI=1S/C6H4BrF2N/c7-3-1-2-4(10)6(9)5(3)8/h1-2H,10H2

InChIKey

UEVLRVBHLWKNEN-UHFFFAOYSA-N

SMILES

C1(N)=CC=C(Br)C(F)=C1F

Safety Information

HS Code 

2921420090

4-BROMO-2,3-DIFLUOROANILINE Usage And Synthesis

Application

4-Bromo-2,3-difluoroaniline is an organic synthesis intermediate and a pharmaceutical intermediate that can be used in laboratory research and development processes and chemical production processes.

Synthesis

The general procedure for the synthesis of 4-bromo-2,3-difluoroaniline using 2,3-difluoroaniline as starting material was as follows: 2,3-difluoroaniline (1 eq.) and N-bromosuccinimide (1 eq.) were dissolved in acetonitrile (1 M). The reaction mixture was stirred at 35°C for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was dissolved in water and extracted with ethyl acetate. The organic phases were combined and concentrated under reduced pressure to obtain the crude product. Finally, the crude product was purified by silica gel column chromatography to afford the target compound 4-bromo-2,3-difluoroaniline in 68% yield.

References

[1] Patent: US2012/253040, 2012, A1. Location in patent: Page/Page column 35
[2] Patent: US2016/96841, 2016, A1. Location in patent: Paragraph 0380
[3] Patent: WO2012/58671, 2012, A1. Location in patent: Page/Page column 88-89
[4] Patent: WO2007/55514, 2007, A1. Location in patent: Page/Page column 142
[5] Patent: US2010/204477, 2010, A1. Location in patent: Page/Page column 30

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