反応 #9513

反応方程式

(7-bromo-3-nitroquinolin-4-yl)-(4-chlorobutyl)amine

sodium hydrosulfite

→

7-bromo-N4-(4-chlorobutyl)quinoline-3,4-diamine

収率 98.0%

溶媒

methanol

water

反応条件

後処理

1. 1
   濃縮concentrated under reduced pressure
2. 2
   その他The residue was partitioned between dichloromethane (300 mL) and aqueous sodium bicarbonate (150 mL of 50%)
3. 3
   その他The aqueous layer was separated
4. 4
   抽出extracted with dichloromethane (2×50 mL)
5. 5
   乾燥The combined organic fractions were dried over magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

A suspension of (7-bromo-3-nitroquinolin-4-yl)-(4-chlorobutyl)amine (8.05 g, 22.5 mmol) in methanol (250 mL) was cooled to 0° C.; a solution of sodium hydrosulfite (19.5 g, 112 mmol) in water (80 mL) was added dropwise over a period of 30 minutes. The reaction was stirred at ambient temperature for two hours and then concentrated under reduced pressure. The residue was partitioned between dichloromethane (300 mL) and aqueous sodium bicarbonate (150 mL of 50%). The aqueous layer was separated and extracted with dichloromethane (2×50 mL). The combined organic fractions were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 7.25 g of crude 7-bromo-N4-(4-chlorobutyl)quinoline-3,4-diamine as a light brown semi-solid.

出典