2-amino-3-chloro-5-fluorobenzoic acid

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2-amino-3-chloro-5-fluorobenzoic acid Basic information
Product Name:2-amino-3-chloro-5-fluorobenzoic acid
Synonyms:2-amino-3-chloro-5-fluorobenzoic acid;Reaxys ID: 15860445;Benzoic acid, 2-amino-3-chloro-5-fluoro-
CAS:1022961-12-1
MF:C7H5ClFNO2
MW:189.57
EINECS:
Product Categories:
Mol File:1022961-12-1.mol
2-amino-3-chloro-5-fluorobenzoic acid Structure
2-amino-3-chloro-5-fluorobenzoic acid Chemical Properties
Boiling point 315.2±42.0 °C(Predicted)
density 1.574±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka4.23±0.10(Predicted)
AppearanceOff-white to gray Solid
Safety Information
HS Code 2922498590
MSDS Information
2-amino-3-chloro-5-fluorobenzoic acid Usage And Synthesis
Synthesis
2-Amino-5-fluorobenzoic acid

446-08-2

2-amino-3-chloro-5-fluorobenzoic acid

1022961-12-1

General procedure for the synthesis of 2-amino-3-chloro-5-fluorobenzoic acid from 2-amino-5-fluorobenzoic acid: a mixture of 2-amino-5-fluorobenzoic acid (5.0 g, 32.26 mmol), N-chlorosuccinimide (NCS, 4.39 g, 32.9 mmol), and N,N-dimethylformamide (DMF, 30 mL) was stirred and reacted at room temperature for 16 hours. After completion of the reaction, the reaction solution was diluted with water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was stirred with dichloromethane (100 mL) for 10 min and filtered to afford the target product 2-amino-3-chloro-5-fluorobenzoic acid (3.4 g, 56% yield) as a gray solid.LC-MS (ESI): m/z = 190.0 ([M + H]+).

References[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 6, p. 3163 - 3170
[2] Patent: US2016/244432, 2016, A1. Location in patent: Paragraph 0232; 0233
2-amino-3-chloro-5-fluorobenzoic acid Preparation Products And Raw materials
Raw materials2-Amino-5-fluorobenzoic acid-->N-Chlorosuccinimide-->N,N-Dimethylformamide
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