Reacción #75521

Ecuación de reacción

4-morpholinoaniline

3-hydroxymethylene-1,3-dihydro-indol-2-one

→

title compound

Rendimiento 101.7%

3-[(4-morpholinophenylamino)-methylene]-1,3-dihydro-indol-2-one

Rendimiento 101.7%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was heated
2. 2
   Temperaturaat reflux for 3 h
3. 3
   ConcentraciónThe reaction mixture was concentrated
4. 4
   workup.ADDITIONThe residue was treated with 125 mL of ethyl acetate
5. 5
   TemperaturaThe suspension was cooled to room temperature
6. 6
   Filtraciónthe solid collected by suction filtration
7. 7
   Lavadowashed with ethyl acetate
8. 8
   OtroThe solid obtained
9. 9
   Otrowas dried under vacuum

Procedimiento

A solution of 4-morpholinoaniline (8.3 g, 51.5 mmol) in 100 mL of tetrahydrofuran was treated with 3-hydroxymethylene-1,3-dihydro-indol-2-one (5.5 g, 30.9 mmol) in one portion. The reaction mixture was heated at reflux for 3 h. The reaction mixture was concentrated. The residue was treated with 125 mL of ethyl acetate and the resulting suspension was heated at 40° C. for 2 h. The suspension was cooled to room temperature and the solid collected by suction filtration and washed with ethyl acetate. The solid obtained was dried under vacuum to give the title compound (10.1 g, 92%) as a yellow solid.

Fuente