反应 #1597022

反应方程式

benzoyl chloride

5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide

→

4-Chloro-2-(2-chloro-4-nitrophenylcarbamoyl)phenyl benzoate

溶剂

pyridine

反应条件

后处理

1. 1
   workup.ADDITIONwas introduced dropwise
2. 2
   温度then cooled to room temperature
3. 3
   其他The reaction mixture was partitioned between 1N aqueous HCl and ethyl acetate
4. 4
   洗涤The ethyl acetate phase was washed with water
5. 5
   干燥brine, dried over magnesium sulfate
6. 6
   浓缩concentrated to an off-white solid
7. 7
   其他This was recrystallized from ethyl acetate/hexanes

实验过程

A suspension of 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide (1.27 g., 3.88 mmol) in pyridine (15 mL) was treated with 4-dimethylaminopyridine (30 mg) and benzoyl chloride (0.49 mL, 4.27 mmol) was introduced dropwise. The suspension was warmed to 50° C. for one hour then cooled to room temperature and stirred for 17 hours. The reaction mixture was partitioned between 1N aqueous HCl and ethyl acetate. The ethyl acetate phase was washed with water, then brine, dried over magnesium sulfate, and concentrated to an off-white solid. This was recrystallized from ethyl acetate/hexanes. 1HNMR (500 MHz, DMSO-d6): δ7.70 (M, 3H), 7.73 (m, 2H), 7.89 (m, 1H), 7.93 (M, 1H), 8.19 (m, 1H), 8.32 (m, 1H), 10.60 (s, 1H).

来源