4-Amino-3-chlorobenzoic acid Chemical Properties

Melting point:

228 °C

Boiling point:

341.2±27.0 °C(Predicted)

Density 

1.476±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

4.49±0.10(Predicted)

color 

White to Orange to Green

CAS DataBase Reference

2486-71-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

4-Amino-3-chlorobenzoic acid Usage And Synthesis

Chemical Properties

White powder

Uses

4-?Amino-?3-?chlorobenzoic Acid is a reagent used in the synthesis of orally bioavailable 1H-Pyrrolo[3,2-c]pyridine inhibitors of mitotic kinase MPS1which is overexpressed in cancer cell lines.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of 3-chloro-4-aminobenzoic acid from methyl 4-amino-3-chlorobenzoate: 1. Saponification reaction: 4-amino-3-chlorobenzoic acid methyl ester (21.6 mmol) was dissolved in ethanol (25 mL) and 1M NaOH aqueous solution (25 mL), and heated to reflux for 2 hours. 2. Post-treatment: after completion of the reaction, the organic solvent was removed by evaporation and the pH of the reaction solution was adjusted to 4 with acid. 3. Isolation and purification: The precipitate was collected by filtration, washed with water and subsequently dried under vacuum to obtain the target product 3-chloro-4-aminobenzoic acid. Yield: 92%. 1H NMR (D6-DMSO) δ: 6.15 (s, 2H), 6.79 (d, 1H), 7.59 (dd, 1H), 7.71 (d, 1H), 12.37 (br s, 1H).

References

[1] Patent: WO2005/39572, 2005, A1. Location in patent: Page/Page column 25
[2] Patent: WO2006/114093, 2006, A1. Location in patent: Page/Page column 37

4-Amino-3-chlorobenzoic acid(2486-71-7)Related Product Information

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