反応 #607456

反応方程式

toluene

phosphorus oxychloride

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

→

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

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度was cooled in an ice-bath
2. 2
   温度Subsequently the solution was heated to 100° C. on a steam bath for 30 minutes
3. 3
   温度Upon cooling
4. 4
   その他the solvent was evaporated
5. 5
   workup.ADDITIONthe resulting syrup was poured
6. 6
   その他over crushed ice
7. 7
   workup.STIRRINGwhile stirring
8. 8
   温度The mixture was then warmed to room temperature
9. 9
   workup.WAITAfter 2 hours
10. 10
    その他the solid that was formed
11. 11
    ろ過was filtered off
12. 12
    洗浄washed with water and diisopropylether
13. 13
    その他subsequently dried

実験手順

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.

出典