Reacción #53007

Ecuación de reacción

4-methoxyaniline

triethylamine

1-acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone

→

(Z)-3-[1-(4-methoxy-phenylamino)-1-phenyl-methylidene]-2-indolinone

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter removal of the solvent in vacuo the residue
2. 2
   LavadoThe organic phase is washed with water
3. 3
   Otrodried
4. 4
   workup.DISSOLUTIONThen the mixture is dissolved in 15 ml of methanol
5. 5
   workup.STIRRINGstirred for 3 hours at ambient temperature
6. 6
   workup.ADDITIONdiluted with water and ethyl acetate
7. 7
   OtroThe organic phase is dried
8. 8
   Concentraciónconcentrated by evaporation
9. 9
   TemperaturaThe residue is heated in ethyl acetate
10. 10
    Temperaturacooled
11. 11
    Filtraciónsuction filtered
12. 12
    Otrodried

Procedimiento

0.18 g (1.5 mmol) of 4-methoxyaniline and 0.2 g (0.28 mmol) of triethylamine are dissolved in 5 ml of dichloromethane and at 5° C. combined with a solution of 0.45 g (1.5 mmol) of 1-acetyl-3-(1-chloro-1-phenyl-methylidene)-2-indolinone in 10 ml of dichloromethane and then stirred for 3 hours at ambient temperature. After removal of the solvent in vacuo the residue is taken up in ethyl acetate/water. The organic phase is washed with water, dried and the solvent is eliminated in vacuo. Then the mixture is dissolved in 15 ml of methanol, combined with 3 ml of 1N sodium hydroxide solution, stirred for 3 hours at ambient temperature and diluted with water and ethyl acetate. The organic phase is dried and concentrated by evaporation. The residue is heated in ethyl acetate, cooled, then suction filtered and dried.

Fuente