Reacción #62403

Ecuación de reacción

sodium thiosulfate

5-fluoro-o-toluidine

N-bromosuccinimide

→

title compound

Rendimiento 102.1%

4-Bromo-5-fluoro-2-methylphenylamine

Rendimiento 102.1%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction solution was evaporated
2. 2
   workup.ADDITIONdiluted with ethyl acetate
3. 3
   LavadoThe organic layer was washed successively with water and saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroThen the solvent was evaporated
6. 6
   Lavadothe precipitated crystals were washed with diethyl ether

Procedimiento

To a solution of 49.0 g of 5-fluoro-o-toluidine in 600 mL of dichloromethane was added 69.7 g of N-bromosuccinimide at 0° C., and stirred at this temperature for an hour. Then sodium thiosulfate aqueous solution was added, and the reaction solution was evaporated and diluted with ethyl acetate. The organic layer was washed successively with water and saturated brine and dried over anhydrous magnesium sulfate. Then the solvent was evaporated, and the precipitated crystals were washed with diethyl ether:n-hexane=1:10, to afford 81.6 g of the title compound as colorless crystals.

Fuente