반응 #9569

반응 방정식

2,5-Dimethoxytetrahydrofuran

8-amino-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine

→

1-(2-methylpropyl)-8-(1-pyrrolyl)-1H-imidazo[4,5-c]quinolin-4-amine

수율 57.3%

용매

acetic acid

반응 조건

후처리

1. 1
   온도the reaction was heated
2. 2
   온도at reflux for one hour
3. 3
   농축The resulting dark brown solution was concentrated under reduced pressure
4. 4
   workup.ADDITIONthe residue was mixed with water
5. 5
   workup.ADDITIONThe resulting mixture was made basic with the addition of ammonium hydroxide
6. 6
   기타The resulting precipitate was isolated by filtration
7. 7
   세척washed with water
8. 8
   기타dried
9. 9
   기타recrystallized from ethanol (100 mL)
10. 10
    기타The crystals were collected in three crops
11. 11
    기타The first crop was dried for a day in a vacuum oven at 100° C.

실험 절차

2,5-Dimethoxytetrahydrofuran (1.6 mL of 95%, 12 mmol) was added to a suspension of 8-amino-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine (3.0 g, 12 mmol) in acetic acid (60 mL), and the reaction was heated at reflux for one hour. The resulting dark brown solution was concentrated under reduced pressure, and the residue was mixed with water. The resulting mixture was made basic with the addition of ammonium hydroxide and stirred for 30 minutes. The resulting precipitate was isolated by filtration, washed with water, dried, and recrystallized from ethanol (100 mL). The crystals were collected in three crops. The first crop was dried for a day in a vacuum oven at 100° C. to provide 2.1 g of 1-(2-methylpropyl)-8-(1-pyrrolyl)-1H-imidazo[4,5-c]quinolin-4-amine as a solid, mp 227.5–231.5° C.

출처