반응 #9504

반응 방정식

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

수율 70.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   세척The reaction was washed sequentially with water (2×100 mL) and brine (100 mL)
2. 2
   건조dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The crude product was purified by column chromatography on silica gel (eluting with 65:35 hexanes:ethyl acetate)

실험 절차

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.

출처