반응 #607456

반응 방정식

toluene

phosphorus oxychloride

1H-imidazo[4,5-c]quinolin-5-oxide

→

4-chloro-1H-imidazo[4,5-c]quinoline

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도was cooled in an ice-bath
2. 2
   온도Subsequently the solution was heated to 100° C. on a steam bath for 30 minutes
3. 3
   온도Upon cooling
4. 4
   기타the solvent was evaporated
5. 5
   workup.ADDITIONthe resulting syrup was poured
6. 6
   기타over crushed ice
7. 7
   workup.STIRRINGwhile stirring
8. 8
   온도The mixture was then warmed to room temperature
9. 9
   workup.WAITAfter 2 hours
10. 10
    기타the solid that was formed
11. 11
    여과was filtered off
12. 12
    세척washed with water and diisopropylether
13. 13
    기타subsequently dried

실험 절차

A mixture of toluene (0.45 ml/mmol) and dimethylformamide (0.90 ml/mmol) was cooled in an ice-bath and phosphorus oxychloride (2.6 eq.) was added. After 10 minutes the appropriate 1H-imidazo[4,5-c]quinolin-5-oxide was added and the solution was stirred at room temperature for 10 minutes. Subsequently the solution was heated to 100° C. on a steam bath for 30 minutes. Upon cooling, the solvent was evaporated and the resulting syrup was poured over crushed ice while stirring. The mixture was then warmed to room temperature and carefully adjusted to pH 6-7 with solid NaHCO3. After 2 hours, the solid that was formed was filtered off, washed with water and diisopropylether and subsequently dried.

출처