反応 #1736610

反応方程式

sodium hydroxide

hydrochloric acid

sodium nitrite

5-Amino-6-chloroquinaldine

hydrochloric acid

→

5,6-dichloroquinaldine

溶媒

water

反応条件

後処理

1. 1
   温度the resulting solution was cooled with ice
2. 2
   workup.ADDITIONwas added
3. 3
   温度dropwise while ice-cooling
4. 4
   その他the reaction at the same temperature as above, the reaction mixture
5. 5
   その他to react on a water bath at a temperature of 50° C. for 1 hour, during which time vigorous formation of nitrogen gas
6. 6
   温度Subsequently, the reaction mixture was cooled
7. 7
   ろ過filtered
8. 8
   抽出extracted
9. 9
   乾燥After drying over anhydrous sodium sulfate the chloroform fraction
10. 10
    濃縮was concentrated
11. 11
    その他recrystallized from a mixture of isopropanol and water

実験手順

5-Amino-6-chloroquinaldine (4 g) was dissolved in 40 ml of concentrated hydrochloric acid and the resulting solution was cooled with ice. Then, a solution of 2.1 g of sodium nitrite dissolved in 5 ml of water was added thereto dropwise while ice-cooling. After continuing the reaction at the same temperature as above, the reaction mixture was added to a solution of 7 g of cuprous chloride dissolved in 15 ml of concentrated hydrochloric acid and the resulting mixture was allowed to react on a water bath at a temperature of 50° C. for 1 hour, during which time vigorous formation of nitrogen gas was observed. Subsequently, the reaction mixture was cooled, rendered alkaline with 30% sodium hydroxide, and filtered and extracted using 300 ml of chloroform and Celite (diatomaceous earth). After drying over anhydrous sodium sulfate the chloroform fraction was concentrated and recrystallized from a mixture of isopropanol and water to give 3.5 g of 5,6-dichloroquinaldine as white needles having a melting point of 84° to 85° C.

出典