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6890-83-1

N-(3-TRIFLUOROMETHYL-PHENYL)-OXALAMIC ACID synthesis

4synthesis methods
17738-86-2 Synthesis
ETHYL 2-OXO-2-[3-(TRIFLUOROMETHYL)ANILINO]ACETATE

17738-86-2
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Yield:6890-83-1 87%

Reaction Conditions:

Stage #1: ethyl 2-oxo-2-((3-(trifluoromethyl)phenyl)amino)acetatewith sodium hydroxide;water in ethanol at 45; for 0.75 h;
Stage #2: with hydrogenchloride in ethanol;water; pH=3;

Steps:

132.b

Aqueous 2 N NaOH solution (13 ml, 26 mmol) was added to a solution of ethyl 2-oxo-2-(3-(trifluoromethyl)phenylamino)acetate (2.28 g, 8.74 mmol) in ethanol (23 ml) at 45 °C and stirred at 45 °C for 45 minutes. The reaction was quenched with aqueous 2 N HCl solution (14 ml, pH=3) and concentrated in vacuo. The residue was diluted with H2O (50 ml) and the resulting precipitaion was collected and washed with H2O and n-hexane to give 2-oxo-2-(3-(trifluoromethyl)phenylamino)acetic acid (1.78 g, 87 %) as a white solid.

References:

WO2008/150447,2008,A1 Location in patent:Page/Page column 204