반응 #169068

반응 방정식

1,2-diamino-2-methylpropane

triethylamine

4-Chloro-3-nitroquinoline

→

N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine

수율 99.1%

용매

dichloromethane

반응 조건

후처리

1. 1
   온도to slowly warm to ambient temperature
2. 2
   농축After 16 hours the reaction mixture was concentrated under reduced pressure
3. 3
   기타The residue was triturated with water (500 mL) for 1 hour
4. 4
   기타The resulting solid was isolated by filtration
5. 5
   기타dried overnight in a vacuum desiccator

실험 절차

Under a nitrogen atmosphere, a solution of 1,2-diamino-2-methylpropane (52.20 mL, 503.3 mmol), triethylamine (131.8 mL, 958.8 mmol), and dichloromethane (1.0 L) was chilled in an ice water bath. 4-Chloro-3-nitroquinoline (100.0 g, 479.4 mmol) was added in portions over a period of 5 minutes. The reaction mixture was stirred at 0° C. for 2 hours and then allowed to slowly warm to ambient temperature. After 16 hours the reaction mixture was concentrated under reduced pressure. The residue was triturated with water (500 mL) for 1 hour. The resulting solid was isolated by filtration and dried overnight in a vacuum desiccator to provide 124.6 g of N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine as a yellow crystalline solid.

출처