反応 #48558

反応方程式

Trifluoroacetic acid

4-chloroaniline

4-(5-methyl-1,3,4-oxadiazol-2-yl)benzonitrile

→

title compound

4-[4-(4-Chlorophenyl)-5-methyl-4H-1,2,4-triazol-3-yl]benzonitrile

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度the reaction was heated
2. 2
   温度at reflux for 22 hours
3. 3
   その他The cooled mixture was partitioned between ethyl acetate (300 mL) and 20% aqueous 0.88 ammonia (120 mL)
4. 4
   その他the layers were separated
5. 5
   乾燥The organic phase was dried over MgSO4
6. 6
   その他evaporated under reduced pressure
7. 7
   その他The residue was triturated with ether

実験手順

Trifluoroacetic acid (600 μL, 8.1 mmol) was added to a suspension of 4-chloroaniline (2.1 g, 16.2 mmol) and 4-(5-methyl-1,3,4-oxadiazol-2-yl)benzonitrile (Journal für Praktische Chemie, 1994; 336(8); 678-85) (3.0 g, 16.2 mmol) in tetrahydrofuran (50 mL) and the reaction was heated at reflux for 22 hours. The cooled mixture was partitioned between ethyl acetate (300 mL) and 20% aqueous 0.88 ammonia (120 mL), and then the layers were separated. The organic phase was dried over MgSO4 and evaporated under reduced pressure. The residue was triturated with ether and a minimum volume of ethyl acetate to afford the title compound as a white crystalline solid, 2.82 g.

出典