Ammonia → 3-[2-(4-Chlorobenzenesulphonamido)-ethyl]-phenoxyacetic acid amide

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Reaction Steps

To a solution of 29.7 g. (72 mMol) 3-[2-(4-chlorobenzenesulphonamido)-ethyl]-phenoxymalonic acid (preparation see Example 10 e)) in 150 ml. anhydrous tetrahydrofuran are added 14.8 g. (72 mMol) dicyclohexylcarbodiimide. The reaction mixture is stirred for 10 minutes and then a weak current of ammonia is passed in for about 1 hour. It is then left to stand for 2 hours and filtered. The mother liquor is evaporated and the residue recrystallised from isohexane. There are obtained 18.0 g. (68% of theory) of colourless crystals; m.p. 113° C.

Provenance & Evidence