Reacción #322908

Ecuación de reacción

2-[2-(2,6-dichlorophenylamino)-phenyl]-acetic acid

disodium

L-aspartic acid

→

N-{[2-(2,6-dichlorophenylamino)-phenyl]-acetyl}-aspartic acid

Disolventes

dimethylformamide

methanol water

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe solution is concentrated by evaporation in vacuo after one hour at room temperature
2. 2
   Otrodilute hydrochloric acid and partitioned
3. 3
   Lavadothe ethyl acetate phase is washed with water
4. 4
   Secadodried with Na2SO4
5. 5
   Concentraciónconcentrated by evaporation

Procedimiento

A solution of 3.9 g of the N-hydroxysuccinimide ester of 2-[2-(2,6-dichlorophenylamino)-phenyl]-acetic acid in dimethylformamide is added dropwise to 2.00 g of the disodium salt of L-aspartic acid in 10 ml of methanol/water (1:1). The solution is concentrated by evaporation in vacuo after one hour at room temperature, the residue is taken up in ethyl acetate and dilute hydrochloric acid and partitioned and the ethyl acetate phase is washed with water, dried with Na2SO4 and concentrated by evaporation. By trituration of the residue with diethyl ether, crystals of N-{[2-(2,6-dichlorophenylamino)-phenyl]-acetyl}-aspartic acid are obtained; m.p. 157°-160° (decomposition), Rf =0.17 (CHCl3 :MeOH=1:1).

Fuente