Rheumon,Troponwerke,W. Germany,1977
As a histamine H1 -receptor antagonist, Etofenamate can be used as anti-inflammatory;cyclooxygenase inhibitor and medication used to alleviate joint and muscle pain.
ChEBI: 2-[3-(trifluoromethyl)anilino]benzoic acid 2-(2-hydroxyethoxy)ethyl ester is a benzoate ester.
16.0 g (0.05 mol) of the potassium salt of N-(3-trifluoromethylphenyl)-
anthranilic acid are dissolved in 60 ml of dimethylformamide and heated to
110°C, and 6.2 g (0.05 mol) of 2-(2-chloroethoxy)-ethanol are slowly added.
The reaction mixture is then heated to boiling for 2 hours. The precipitated
potassium chloride is filtered off and the solvent is removed by evaporation.
The residue is separated over a column with 400 g of silica gel (particle size
0.05 to 0.2 mm), using a 1:1 mixture of cyclohexane and glacial acetic acid
as eluting agent. 16.0 g of the 2-(2-hydroxyethoxy)-ethyl ester of N-(3-
trifluoromethylphenyl)-anthranilic acid are obtained in the form of a pale
yellow oil which does not crystallize and cannot be distilled.
