2-Amino-5-fluorobenzoic acid ethyl ester

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2-Amino-5-fluorobenzoic acid ethyl ester Basic information
Product Name:2-Amino-5-fluorobenzoic acid ethyl ester
Synonyms:UKRORGSYN-BB BBV-199988;Benzoic acid, 2-aMino-5-fluoro-, ethyl ester;2-Amino-5-fluorobenzoic acid ethyl ester
CAS:391-93-5
MF:C9H10FNO2
MW:183.18
EINECS:
Product Categories:Aromatic Esters
Mol File:391-93-5.mol
2-Amino-5-fluorobenzoic acid ethyl ester Structure
2-Amino-5-fluorobenzoic acid ethyl ester Chemical Properties
Boiling point 280.2±25.0 °C(Predicted)
density 1.218±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.09±0.10(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
HS Code 2922498590
MSDS Information
2-Amino-5-fluorobenzoic acid ethyl ester Usage And Synthesis
Synthesis
2-Amino-5-fluorobenzoic acid

446-08-2

2-AMINO-5-FLUOROBENZOIC ACID ETHYL ESTER

391-93-5

A. Synthesis of ethyl 2-amino-5-fluorobenzoate 2-Amino-5-fluorobenzoic acid (1.0 g, 6.4 mmol) was dissolved in a mixed solvent of ethanol (15 mL) and toluene (10 mL). Several drops of concentrated sulfuric acid (H2SO4) were added as a catalyst. A Dean-Stark splitter was installed and the reaction mixture was refluxed overnight. After completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The product was purified by silica gel column chromatography (4×15 cm), and the target product was obtained in 50% yield by sequential gradient elution with chloroform/methanol (98:2, v/v, 500 mL) and (95:5, v/v, 500 mL) as eluents. Mass spectrum (ES+): m/z 184.0 ([M+H]+); 1H NMR (CDCl3) δ 7.55 (d, 1H, ArH), 7.03 (m, 1H, ArH), 6.61 (dd, 1H, ArH), 5.6 (bs, 2H, NH2), 4.33 (q, 2H, CH2), 1.40 (t, 3H, CH3).

References[1] Patent: US2003/69271, 2003, A1
2-Amino-5-fluorobenzoic acid ethyl ester Preparation Products And Raw materials
Raw materialsSulfuric acid-->Toluene-->2-Amino-5-fluorobenzoic acid-->Ethanol
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