2-(3-Amino-4-chloro-benzoyl)benzoic acid Chemical Properties

Melting point:

181.5-182.0 °C(Solv: ethanol (64-17-5))

Boiling point:

538.6±50.0 °C(Predicted)

Density 

1.418±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.24±0.36(Predicted)

color 

Pale Yellow

CAS DataBase Reference

118-04-7(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 2-(3-amino-4-chlorobenzoyl)- (118-04-7)

2-(3-Amino-4-chloro-benzoyl)benzoic acid Usage And Synthesis

Uses

2-(3-Amino-4-chlorobenzoyl)benzoic Acid is a useful synthetic intermediate. It is used to prepare protein kinase C phosphorylates synthetic fluorescent reporter.

Synthesis

A. To a reaction vessel was added 0.23 mol of 2-(4-chloro-3-nitrobenzoyl)benzoic acid, 300 mL of a 35% by mass sodium nitrate solution and 500 mL of a 24% by mass potassium carbonate solution. The temperature of the solution was raised to 60 °C, followed by the addition of 1.31 g of chlorobenzoic acid solution, 0.311 g of cuprous chloride and 0.211 g of potassium iodide. The stirring speed was controlled to 160 rpm and the temperature of the solution was raised to 70 °C and refluxed for 3 hours. B. The reaction solution was cooled to 20 °C and filtered. The filter cake was washed with sodium bisulfite solution with a mass fraction of 52%, then the temperature of the washed solution was raised to 50 °C, 300 mL of ammonium chloride solution with a mass fraction of 37% was added, and stirred for 90 minutes. C. The solution was cooled to 10 °C and filtered by pumping. The filter cake was washed with potassium bromide solution and subsequently dehydrated with anhydrous magnesium sulfate as dehydrating agent to finally obtain 2-(3-amino-4-chlorobenzoyl)benzoic acid (60.30 g, 95% yield).

References

[1] Russian Journal of Organic Chemistry, 2001, vol. 37, # 5, p. 673 - 676
[2] Patent: CN105906521, 2016, A. Location in patent: Paragraph 0019; 0020; 0021; 0022; 0023
[3] Angewandte Chemie - International Edition, 1999, vol. 38, # 18, p. 2777 - 2779
[4] Patent: DE148110,
[5] Journal of Medicinal Chemistry, 1965, vol. 8, p. 691 - 694

2-(3-Amino-4-chloro-benzoyl)benzoic acid(118-04-7)Related Product Information

• 2-Benzoylbenzoic acid
• Benzoyl chloride
• 2-Amino-4-chlorobenzoic acid
• BENZOYL ISOCYANATE
• 4-Aminobenzoic acid
• 4-AMINOBENZOIC ACID SODIUM SALT
• Benzoyl peroxide
• 3-Amino-4-chlorobenzoic acid
• 6-Aminocaproic acid
• Glycine
• 4-Chlorobenzophenone
• 2-Acetylbenzoic acid
• Anthranilic acid
• 2-Carboxybenzaldehyde
• Difluorochloromethane
• 4'-Chloroacetophenone
• 2-(4-Chloro-3-nitrobenzoyl)benzoic acid
• 2-Chloro-5-methylaniline