3-Bromo-2-methoxybenzoic acid Chemical Properties

Melting point:

119-123 °C

Boiling point:

327.6±27.0 °C(Predicted)

Density 

1.625±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

3.70±0.10(Predicted)

color 

White to Light yellow

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2918999090

3-Bromo-2-methoxybenzoic acid Usage And Synthesis

Uses

3-Bromo-2-methoxybenzoic Acid is a reactant that has been used in the preparation of biphenylic carboxamides as potent and selective CB2 receptor ligands.

Synthesis

General procedure for the synthesis of 3-bromo-2-methoxybenzoic acid from 3-bromo-2-hydroxybenzoic acid (360 g, 1.65 mol) and dimethyl sulfate (443 g, 3.50 mol): 3-bromo-2-hydroxybenzoic acid was added to a reaction vessel and acetone (1.8 L) was added as a solvent. Subsequently, anhydrous potassium carbonate (552 g, 4.0 mol) was added to the reaction system and dimethyl sulfate was added slowly and dropwise. The reaction mixture was carried out under reflux conditions until thin layer chromatography (TLC) showed the disappearance of the raw material. After completion of the reaction, the solid phase was washed with acetone, the organic phases were combined and concentrated. The concentrate was diluted with ethyl acetate, washed sequentially with water and saturated brine and finally dried with anhydrous sodium sulfate. The dried organic phase was filtered and concentrated to afford the target product 3-bromo-2-methoxybenzoic acid (355 g, 94% yield), which can be used directly in the next step of the reaction.

References

[1] Patent: CN106565625, 2017, A. Location in patent: Paragraph 0045-0046
[2] Journal of the Chemical Society, 1923, vol. 123, p. 1992

3-Bromo-2-methoxybenzoic acid(101084-39-3)Related Product Information

• Methyl 4-acetamido-5-bromo-2-methoxybenzoate
• METHYL 2-BROMO-5-METHOXYBENZOATE
• 3-BROMO-5-CHLORO-2,6-DIMETHOXYBENZOIC ACID
• METHYL 3,5-DIBROMO-2,4-DIMETHOXY-6-METHYLBENZOATE
• 3-BROMO-2,6-DIMETHOXYBENZOIC ACID
• 3-Bromo-2-methoxybenzoic acid
• 4-Bromo-3-methoxybenzoic acid
• 5-Bromo-2-methoxybenzoic acid
• 2-BROMO-5-METHOXYBENZOIC ACID
• 4-AMINO-5-BROMO-2-METHOXYBENZENECARBOXYLIC ACID
• METHYL 3-BROMO-4-METHOXYBENZOATE 98
• 3-BROMO-4-METHOXYBENZOIC ACID
• TERT-BUTYL 4-BROMO-3-METHOXYBENZOATE 98
• METHYL 4-BROMO-2-METHOXYBENZOATE 98
• METHYL 4-BROMO-3-METHOXYBENZOATE
• ethyl 3-bromo-5-methoxybenzoate
• METHYL 3-BROMO-5-CHLORO-2-METHOXYBENZOATE
• 3,5-DIBROMO-2-METHOXYBENZOIC ACID