2-AMINO-4-BROMO-5-FLUOROBENZOIC ACID Chemical Properties

Boiling point:

353.6±42.0 °C(Predicted)

Density 

1.877±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

4.37±0.10(Predicted)

form 

lumpy powder

color 

Pale yellow/gold

Safety Information

HS Code 

2916399090

2-AMINO-4-BROMO-5-FLUOROBENZOIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-amino-4-bromo-5-fluorobenzoic acid from 4-bromo-5-fluoro-2-nitrobenzoic acid: 5% Pt/C (50% aqueous wet, 60 g, 6 wt%) was added to a nitrogen-protected reaction vessel containing isopropyl acetate (22 L) and 4-bromo-5-fluoro-2-nitrobenzoic acid (1.00 kg, 3.79 mol). The headspace of the reaction vessel was displaced three times with nitrogen and then three times with hydrogen. The reaction mixture was stirred at 25 °C and under hydrogen atmosphere. after 40 h, the reaction was completed and the headspace was again replaced three times with nitrogen. The reaction mixture was filtered and the reaction vessel and filter were rinsed with isopropyl acetate (5 L). The organic layers were combined and concentrated under reduced pressure to 5.0 L. Subsequently, the solvent was replaced with toluene under reduced pressure, and the solid obtained was separated by filtration, washed with toluene, and dried under reduced pressure at 50 °C to give 0.59 kg (66% yield) of 2-amino-4-bromo-5-fluorobenzoic acid as a white to off-white crystalline solid.

References

[1] Organic Letters, 2018, vol. 20, # 13, p. 3736 - 3740
[2] Patent: WO2018/118830, 2018, A1. Location in patent: Page/Page column 25-26
[3] Patent: WO2017/192304, 2017, A1. Location in patent: Paragraph 0378

2-AMINO-4-BROMO-5-FLUOROBENZOIC ACID(1374208-42-0)Related Product Information

• 2-aMino-4-broMo-6-fluorobenzonitrile