反応 #341443

反応方程式

2-chloro-5-nitrobenzonitrile

tributyl tin azide

azide

→

product 10

収率 127.7%

5-(2-chloro-5-nitrophenyl)-2H-tetrazole

収率 127.7%

溶媒

toluene

toluene

反応条件

後処理

1. 1
   温度Then the mixture is heated
2. 2
   温度under reflux for a further 5 hours
3. 3
   濃縮The mixture is then concentrated
4. 4
   workup.ADDITION10 mL of HCl 2 N in Et2O are added
5. 5
   その他the precipitate formed
6. 6
   ろ過is filtered
7. 7
   洗浄washed with pentane and diethyl ether

実験手順

137 mg (0.750 mmol, 1 eq.) of 2-chloro-5-nitrobenzonitrile are dissolved in 8 mL of toluene, and 411 μl (1.5 mmol, 2 eq.) of tributyl tin azide are added to the reaction mixture. Then the mixture is heated under reflux of the toluene for one night. As the reaction is incomplete, 205 μl (0.75 mmol, 1 eq.) of azide are again added and the mixture is stirred under reflux for a further 5 hours. The mixture is then concentrated and 10 mL of HCl 2 N in Et2O are added, the precipitate formed is filtered and washed with pentane and diethyl ether. 216 mg of product 10 are obtained (yield=64%).

出典