Reacción #654057

Ecuación de reacción

Sodium triacetoxyborohydride

3-oxo-3,4-dihydro-2H-benzo[1,4]-oxazine-6-carbaldehyde

4-(piperazin-1-yl)-benzenesulfonamide

→

4-[4-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethyl)-piperazin-1-yl]-benzenesulfonamide

Rendimiento 4.4%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction is quenched by addition of 50 mL of water
2. 2
   Otrothe THF is removed under reduced pressure
3. 3
   FiltraciónThe precipitate is collected by filtration
4. 4
   Otrorecrystallized from methanol

Procedimiento

Sodium triacetoxyborohydride (1.2 g, 5.9 mmol) is added to a solution of 3-oxo-3,4-dihydro-2H-benzo[1,4]-oxazine-6-carbaldehyde (0.5 g, 2.8 mmol) and 4-(piperazin-1-yl)-benzenesulfonamide (0.17 g, 3.1 mmol) in 20 mL of THF. The mixture is stirred at room temperature overnight. The reaction is quenched by addition of 50 mL of water, and the THF is removed under reduced pressure. The precipitate is collected by filtration and recrystallized from methanol to give 0.05 g (4% yield) of 4-[4-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethyl)-piperazin-1-yl]-benzenesulfonamide; mp 150-153° C.

Fuente