反应 #9504

反应方程式

N1-(3-nitro-7-phenylquinolin-4-yl)-2-methylpropane-1,2-diamine

Triethylamine

cyclohexanecarbonyl chloride

→

cyclohexane N-[1,1-dimethyl-2-(3-nitro-7-phenylquinolin-4-ylamino)ethyl]carboxamide

收率 70.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   洗涤The reaction was washed sequentially with water (2×100 mL) and brine (100 mL)
2. 2
   干燥dried over sodium sulfate
3. 3
   过滤filtered
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他The crude product was purified by column chromatography on silica gel (eluting with 65:35 hexanes:ethyl acetate)

实验过程

A solution of N1-(3-nitro-7-phenylquinolin-4-yl)-2-methylpropane-1,2-diamine (3.56 g, 10.6 mmol) in dichloromethane (100 mL) was cooled to 0° C. Triethylamine (3.0 mL, 21 mmol) and cyclohexanecarbonyl chloride (1.55 mL, 11.6 mmol) were sequentially added. The reaction was allowed to warm to ambient temperature and stirred for two hours. The reaction was washed sequentially with water (2×100 mL) and brine (100 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (eluting with 65:35 hexanes:ethyl acetate) to provide 3.33 g of cyclohexane N-[1,1-dimethyl-2-(3-nitro-7-phenylquinolin-4-ylamino)ethyl]carboxamide as a yellow solid.

来源