反応 #833556

反応方程式

3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide

triethylamin

phenylisocyanate

→

3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine-4-carboxanilide 1,1-dioxide

収率 37.0%

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 1.9 g crude product
7. 7
   その他This material was recrystallized from ethanol
8. 8
   その他followed by recrystallization from ethylacetate

実験手順

To a solution of 1.3 g (5 mmol) 3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide and 0.7 ml (5 mmol) triethylamin dissolved in 10 ml DMSO at room temperature was added 0.6 g (5 mmol) phenylisocyanate. After stirring for 20 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 1.9 g crude product. This material was recrystallized from ethanol followed by recrystallization from ethylacetate to give 0.7 g 3,4-dihydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine-4-carboxanilide 1,1-dioxide.

出典