反应 #2320153

反应方程式

N-formylphenylacetamide

Phenylhydrazine hydrochloride

triethylamine

→

title compound

5-benzyl-1-phenyl-1H-1,2,4-triazole

溶剂

acetic acid

反应条件

后处理

1. 1
   温度heated at 90° C. for 1 hour
2. 2
   温度to cool to room temperature
3. 3
   浓缩was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   洗涤the organics were washed with saturated NaHCO3, 1M NaOH, water, and brine
6. 6
   干燥The organics were then dried (MgSO4)
7. 7
   过滤filtered
8. 8
   浓缩the filtrate was concentrated under reduced pressure
9. 9
   其他The residue was purified by flash chromatography (40% hexanes/ethyl acetate)

实验过程

Phenylhydrazine hydrochloride (0.09 g, 0.6 mmol) in 5 mL glacial acetic acid was treated with triethylamine (0.06 g, 0.6 mmol), warmed to 70° C., treated with N-formylphenylacetamide (0.1 g, 0.6 mmol), and heated at 90° C. for 1 hour. The mixture was then allowed to cool to room temperature and was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the organics were washed with saturated NaHCO3, 1M NaOH, water, and brine. The organics were then dried (MgSO4), and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (40% hexanes/ethyl acetate) to provide the title compound. MS (ESI) m/e: 236 (M+H)+; 1H NMR (DMSO-d6) δ 4.2 (s, 2H), 7.05-7.1 (d, 2H), 7.17-7.3 (m, 3H), 7.45-7.6 (m, 5H), 8.1 (s, 1H); Anal. calcd. for C, 76.57; H, 5.57; N, 17.86. Found C, 76.32; H: 5.81; N, 17.63.

来源