تفاعل #9569

معادلة التفاعل

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

المردود 57.3%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction was heated
2. 2
   درجة الحرارةat reflux for one hour
3. 3
   تركيزThe 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
   أخرىThe resulting precipitate was isolated by filtration
7. 7
   غسيلwashed with water
8. 8
   أخرىdried
9. 9
   أخرىrecrystallized from ethanol (100 mL)
10. 10
    أخرىThe crystals were collected in three crops
11. 11
    أخرىThe first crop was dried for a day in a vacuum oven at 100° C.

الإجراء التجريبي

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.

المصدر