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

Boiling point:

356.0±42.0 °C(Predicted)

Density 

1.703±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

4.43±0.10(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C8H8BrNO3/c1-13-6-3-4(9)2-5(7(6)10)8(11)12/h2-3H,10H2,1H3,(H,11,12)

InChIKey

YSBGYQUUOKRQAT-UHFFFAOYSA-N

SMILES

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

Safety Information

HS Code 

2916399090

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

Synthesis

General procedure for the synthesis of 2-amino-5-bromo-3-methoxybenzoic acid from 2-amino-3-methoxybenzoic acid: 2-amino-3-methoxybenzoic acid (10.0 g, 59.8 mmol, 1.0 eq.) was dissolved in dichloromethane (DCM, 150 mL), followed by addition of N-bromosuccinimide (NBS, 10.6 g, 59.8 mmol 1.0 eq.). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solid product was collected by filtration and washed with dichloromethane (100 mL x 2) to give the final 2-amino-5-bromo-3-methoxybenzoic acid as a gray solid (12.1 g, 82.2% yield).

References

[1] Patent: US2009/203657, 2009, A1. Location in patent: Page/Page column 50
[2] Patent: US2009/203677, 2009, A1. Location in patent: Page/Page column 53
[3] Patent: US2009/197871, 2009, A1. Location in patent: Page/Page column 52-53
[4] Patent: WO2009/100169, 2009, A1. Location in patent: Page/Page column 131
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6087 - 6109

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