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Methyl 3-amino-4-bromobenzoate

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Methyl 3-amino-4-bromobenzoate Basic information

Product Name:
Methyl 3-amino-4-bromobenzoate
Synonyms:
  • Methyl 3-amino-4-bromobenzoate
  • Benzoicacid, 3-aMino-4-broMo-, Methyl ester
  • Methyl 3-Amino-4-bromobenzoate 98%
  • benzoic acid,3-amino-4-bromo-,methyl ester,methyl3-amino-4-bromobenzoate,Methyl 3-Amino-4-bromobenzoate,2-bromo-5-methoxycarbonylaniline,3-
  • 3-Amino-4-bromo-benzoic acid me
CAS:
46064-79-3
MF:
C8H8BrNO2
MW:
230.06
Mol File:
46064-79-3.mol
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Methyl 3-amino-4-bromobenzoate Chemical Properties

Melting point:
118-120°C
Boiling point:
337.0±22.0 °C(Predicted)
Density 
1.578±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
1.39±0.10(Predicted)
Appearance
Off-white to yellow Solid
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Safety Information

HazardClass 
IRRITANT
HS Code 
29163990
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Methyl 3-amino-4-bromobenzoate Usage And Synthesis

Synthesis

67-56-1

2840-29-1

46064-79-3

General method: 3-Amino-4-bromobenzoic acid (1 eq.) was dissolved in methanol and cooled to 0°C. The mixture was then heated to 0°C and refluxed for 24 hours. Thionyl chloride (2.5 eq.) was added slowly and the reaction mixture was heated to reflux for 24 hours after completion of the addition. After completion of the reaction, the solvent was removed by evaporation and the residue was neutralized with saturated aqueous NaHCO3 solution. Subsequently, the mixture was extracted with ethyl acetate, the organic layers were combined and dried with anhydrous magnesium sulfate. Finally, the target product, methyl 3-amino-4-bromobenzoate, was purified by column chromatography (hexane/ethyl acetate as eluent).

References

[1] European Journal of Medicinal Chemistry, 2014, vol. 76, p. 343 - 351
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 6, p. 2423 - 2435

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