反応 #833554

反応方程式

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

収率 97.1%

溶媒

DMSO

反応条件

後処理

1. 1
   その他was quenched with dilute HCl in an ice bath
2. 2
   抽出extracted with ether (2 times)
3. 3
   洗浄The combined ether extracts were washed
4. 4
   その他dried
5. 5
   濃縮concentrated
6. 6
   その他to give 2.3 g crude product
7. 7
   その他This material was recrystallized from ethanol

実験手順

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.

出典