反応 #4251

反応方程式

Phosgene

methyl 2-(aminosulfonyl)-4-(methylthio)benzoate

n-butyl isocyanate

→

methyl 2-(isocyanatosulfonyl)-4-(methylthio)benzoate

収率 111.4%

溶媒

反応条件

後処理

1. 1
   温度at reflux for 10 minutes
2. 2
   その他stayed at 133° C. or above
3. 3
   その他When consumption of phosgene
4. 4
   ろ過filtered under nitrogen
5. 5
   その他Rotary evaporation

実験手順

A solution of methyl 2-(aminosulfonyl)-4-(methylthio)benzoate (5.23 g, 20.0 mmol), n-butyl isocyanate (2.25 mL, 20.0 mmol), and 1,4-diaza[2.2.2]bicyclooctane (0.09 g, 0.8 mmol) in mixed xylenes (50 mL) was heated at reflux for 10 minutes. Phosgene was then added at such a rate that the internal temperature stayed at 133° C. or above. When consumption of phosgene ceased, the solution was cooled to room temperature and then filtered under nitrogen. Rotary evaporation gave methyl 2-(isocyanatosulfonyl)-4-(methylthio)benzoate as a yellow oil (6.4 g). This was used immediately without further purification or characterization.

出典