4-bromo-5-chloro-2-nitrophenylamine Chemical Properties

Boiling point:

350.5±37.0 °C(Predicted)

Density 

1.909±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

-2.29±0.25(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C6H4BrClN2O2/c7-3-1-6(10(11)12)5(9)2-4(3)8/h1-2H,9H2

InChIKey

XXIFMWKGKJWFOH-UHFFFAOYSA-N

SMILES

C1(N)=CC(Cl)=C(Br)C=C1[N+]([O-])=O

Safety Information

HS Code 

2921420090

4-bromo-5-chloro-2-nitrophenylamine Usage And Synthesis

Synthesis

Step 1: 5-Chloro-2-nitroaniline (6.0 g, 34.88 mmol) and N-bromosuccinimide (NBS, 6.06 g, 34.0 mmol) were dissolved in acetic acid (HOAc, 240 mL). The reaction mixture was stirred at 130 °C for 1 hour. Upon completion of the reaction, the mixture was slowly poured into water to quench the reaction. The resulting precipitate was collected by filtration and washed with petroleum ether to afford 4-bromo-5-chloro-2-nitroaniline as a light brown solid (8.25 g, 96.5% yield). The product was identified by 1H NMR (300 MHz, DMSO-d6): δ 8.24 (s, 1H), 7.62 (br s, 2H), 7.29 (s, 1H).LCMS (ESI) analysis showed m/z 251 ([M + H]+).

References

[1] Patent: EP2766359, 2016, B1. Location in patent: Paragraph 1021
[2] Patent: WO2018/191146, 2018, A1. Location in patent: Paragraph 00669
[3] Patent: WO2010/20363, 2010, A1. Location in patent: Page/Page column 78-79
[4] Patent: KR2018/65276, 2018, A. Location in patent: Paragraph 0143-0146
[5] Patent: WO2013/26914, 2013, A1. Location in patent: Page/Page column 161-162