2-AMINO-5-BROMO-3-FLUOROBENZOIC ACID Chemical Properties

Boiling point:

321.7±42.0 °C(Predicted)

Density 

1.877±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.21±0.10(Predicted)

form 

very claggy powder

color 

Off white to faint cream/beige

InChI

InChI=1S/C7H5BrFNO2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,10H2,(H,11,12)

InChIKey

CLJZODGTJUYULK-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC(Br)=CC(F)=C1N

Safety Information

HS Code 

2916310090

2-AMINO-5-BROMO-3-FLUOROBENZOIC ACID Usage And Synthesis

Synthesis

Step 1: 2-Amino-3-fluorobenzoic acid (1.0 g, 6.45 mmol) was dissolved in N,N-dimethylformamide (DMF, 10 mL) at -10 °C. Subsequently, a solution of N-bromosuccinimide (NBS, 1.15 g, 6.45 mmol) in DMF (4 mL) was added dropwise to the above solution over 10 min. After the dropwise addition was completed, the reaction mixture was kept at -10°C and stirring was continued for 1 hour. Upon completion of the reaction, the reaction was quenched with aqueous sodium bisulfate (50 mL), at which point a large amount of solid precipitated. The solid product was collected by filtration and dried under vacuum to give 2-amino-5-bromo-3-fluorobenzoic acid (1.2 g, yield: 80%) as a yellow solid.

References

[1] Patent: WO2018/17490, 2018, A1. Location in patent: Paragraph 0153; 0154
[2] Patent: WO2015/200534, A2. Location in patent: Paragraph 00535
[2] Patent: , 2015, . Location in patent: Paragraph 00535
[4] Patent: WO2017/158388, 2017, A1. Location in patent: Page/Page column 212
[5] Patent: WO2014/11900, 2014, A2. Location in patent: Page/Page column 77