تفاعل #607456

معادلة التفاعل

toluene

phosphorus oxychloride

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

→

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

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas cooled in an ice-bath
2. 2
   درجة الحرارةSubsequently the solution was heated to 100° C. on a steam bath for 30 minutes
3. 3
   درجة الحرارةUpon cooling
4. 4
   أخرىthe solvent was evaporated
5. 5
   workup.ADDITIONthe resulting syrup was poured
6. 6
   أخرىover crushed ice
7. 7
   workup.STIRRINGwhile stirring
8. 8
   درجة الحرارةThe mixture was then warmed to room temperature
9. 9
   workup.WAITAfter 2 hours
10. 10
    أخرىthe solid that was formed
11. 11
    ترشيحwas filtered off
12. 12
    غسيلwashed with water and diisopropylether
13. 13
    أخرىsubsequently dried

الإجراء التجريبي

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.

المصدر