Reacción #45815

Ecuación de reacción

N-Bromosuccinimide

N,N-dimethylformamide

methyl 4-acetylaminosalicylate

→

compound

Rendimiento 45.0%

Methyl 4-acetylamino-5-bromosalicylate

Rendimiento 45.0%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawith heating
2. 2
   TemperaturaAfter cooling to room temperature
3. 3
   Lavadoby washing twice with saturated brine
4. 4
   Secadodrying over anhydrous magnesium sulfate
5. 5
   FiltraciónAfter filtration and concentration under reduced pressure

Procedimiento

N-Bromosuccinimide (0.94 g, 5.3 mmol) was added to an N,N-dimethylformamide (8 ml) solution of methyl 4-acetylaminosalicylate (I-248) (1.1 g, 5.0 mmol), followed by stirring with heating under reflux at 70 to 75° C. for 2 hours and a half. After cooling to room temperature, ethyl acetate was added, followed by washing twice with saturated brine and drying over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with chloroform/methanol (100:1) gave the entitled compound (0.64 g, 45%) as a pale red solid.

Fuente