ChemicalBook--->CAS DataBase List--->125568-73-2

125568-73-2

125568-73-2 Structure

125568-73-2 Structure
IdentificationBack Directory
[Name]

Methyl 5-amino-2,4-difluorobenzoate
[CAS]

125568-73-2
[Synonyms]

Methyl 5-amino-2,4-difluorobenzoate
Methyl 5-amino-2,4-difluorobenzoate USP/EP/BP
Benzoic acid, 5-amino-2,4-difluoro-, methyl ester
Benzoic acid, 5-amino-2,4-difluoro-, methyl ester (9CI)
[Molecular Formula]

C8H7F2NO2
[MDL Number]

MFCD09396710
[MOL File]

125568-73-2.mol
[Molecular Weight]

187.14
Chemical PropertiesBack Directory
[Boiling point ]

284.0±40.0 °C(Predicted)
[density ]

1.355±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

2.12±0.10(Predicted)
[Appearance]

Off-white to gray Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2922498590
Hazard InformationBack Directory
[Uses]

Methyl 5-amino-2,4-difluorobenzoate is a carboxylic acid ester derivative used in pharmaceutical synthesis and experimental research.
[Synthesis]

2,4-DIFLUORO-5-NITROBENZOIC ACID METHYL ESTER

125568-71-0

Methyl 5-amino-2,4-difluorobenzoate

125568-73-2

General procedure for the synthesis of methyl 5-amino-2,4-difluorobenzoate from methyl 2,4-difluoro-5-nitrobenzoate: to a solution of methyl 2,4-difluoro-5-nitrobenzoate (12.0 g, 0.06 mol, 1 eq.) in acetic acid (150 mL) and water was added iron powder (12.3 g, 0.22 mol, 4 eq.). The reaction mixture was heated to 40 °C and kept for 1.5 hours. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filtrate was extracted with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford methyl 5-amino-2,4-difluorobenzoate (10.0 g, 96% yield) as a brown solid.1H NMR (400 MHz, DMSO-d6) δppm: 7.27 (dd, J=9.98,7.42 Hz, 1H), 7.14 (t, J=10.99 Hz, 1H), 5.28 (s, 2H), 3.77 (s, 3H).ES-LCMS: m/z 189.0 (M+H).

[References]

[1] Patent: WO2009/75960, 2009, A1. Location in patent: Page/Page column 22
[2] Patent: WO2009/58919, 2009, A1. Location in patent: Page/Page column 23
[3] Patent: WO2009/58923, 2009, A1. Location in patent: Page/Page column 12
[4] Journal of Organic Chemistry, 1990, vol. 55, # 7, p. 2034 - 2044
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 5-amino-2,4-difluorobenzoate(125568-73-2)1HNMR
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