反応 #4611

反応方程式

phosgene

4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline

→

4-(5-bromo-2-pyrimidinyloxy)-3-chlorophenylisocyanate

収率 95.1%

溶媒

ethyl acetate

ethyl acetate

ethyl acetate

反応条件

後処理

1. 1
   その他The mixture was reacted at room temperature for 3 hours
2. 2
   温度further under reflux for one hour
3. 3
   workup.DISTILLATIONwas distilled off under reduced pressure
4. 4
   その他the residue was vacuum-dried

実験手順

Into a flask, a solution of 0.02 mol of phosgene in 30 ml of ethyl acetate was introduced. To this solution, a solution of 3 g of 4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline in 10 ml of ethyl acetate was dropwise added at room temperature. The mixture was reacted at room temperature for 3 hours under stirring and further under reflux for one hour. After completion of the reaction, ethyl acetate was distilled off under reduced pressure, and the residue was vacuum-dried to obtain 3.10 g of 4-(5-bromo-2-pyrimidinyloxy)-3-chlorophenylisocyanate having a melting point of from 63 to 68° C. (2) Into a flask, 1.22 g of 4-(5-bromo-2-pyrimidinyloxy)-3-chlorophenylisocyanate obtained in the above step was introduced, and 20 ml of toluene was added thereto. Further, 0.62 g of 2-nitrobenzamide was added under stirring. The mixture was reacted under reflux for 4 hours. After completion of the reaction, 5 ml of methanol was added to the reaction product, and the mixture was cooled. The precipitated crystals were collected by filtration to obtain 0.79 g of the desired product.

出典