반응 #9561

반응 방정식

Butyryl chloride

7-bromo-N4-(2-methylpropyl)quinoline-3,4-diamine

→

7-bromo-1-(2-methylpropyl)-2-propyl-1H-imidazo[4,5-c]quinoline

용매

pyridine

반응 조건

후처리

1. 1
   기타A pale yellow precipitate formed
2. 2
   온도The reaction mixture was heated
3. 3
   온도at reflux for eight hours
4. 4
   농축was concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 1 N hydrochloric acid
6. 6
   workup.ADDITIONadjusted to pH 14 with the addition of 10% aqueous sodium hydroxide
7. 7
   기타A precipitate formed
8. 8
   기타was isolated by filtration
9. 9
   세척washed with water (3×100 mL)
10. 10
    기타dried overnight on the filter funnel

실험 절차

Butyryl chloride (1.1 equivalent) was slowly added to a stirred solution of 7-bromo-N4-(2-methylpropyl)quinoline-3,4-diamine (52.9 g, 0.18 mol.) in pyridine (700 mL) at room temperature. A pale yellow precipitate formed and then went into solution. The reaction mixture was heated at reflux for eight hours, and then allowed to slowly cool to room temperature over the weekend. The dark gold, turbid reaction mixture was concentrated under reduced pressure. The residue was dissolved in 1 N hydrochloric acid and then adjusted to pH 14 with the addition of 10% aqueous sodium hydroxide. A precipitate formed, was isolated by filtration, washed with water (3×100 mL), and dried overnight on the filter funnel to provide 7-bromo-1-(2-methylpropyl)-2-propyl-1H-imidazo[4,5-c]quinoline as an off-white solid.

출처