Reacción #833554

Ecuación de reacción

triethylamin

3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide

p-fluor-phenylisocyanate

→

3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine

Rendimiento 97.1%

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas quenched with dilute HCl in an ice bath
2. 2
   Extracciónextracted with ether (2 times)
3. 3
   LavadoThe combined ether extracts were washed
4. 4
   Otrodried
5. 5
   Concentraciónconcentrated
6. 6
   Otroto give 2.3 g crude product
7. 7
   OtroThis material was recrystallized from ethanol

Procedimiento

0.76 g (7.5 mmol) triethylamin were added to a solution of 2 g (7.5 mmol) 3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide and 1.03 g (7.5 mmol) p-fluor-phenylisocyanate dissolved in 50 mL DMSO (dimethyl sulfoxide) at room temperature. After stirring for 1 hr the resulting mixture was quenched with dilute HCl in an ice bath and then extracted with ether (2 times). The combined ether extracts were washed, dried and concentrated to give 2.3 g crude product. This material was recrystallized from ethanol to give 1.7 g 3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine-4-(4-fluor)carboxanilide 1,1-dioxide.

Fuente