反应 #54310

反应方程式

8-amino-5-hydroxy-3,4-dihydrocarbostyril

cyclohexylcarbonyl chloride

→

8-cyclohexylcarbonylamino-5-hydroxy-3,4-dihydrocarbostyril

收率 38.1%

溶剂

pyridine

反应条件

后处理

1. 1
   workup.STIRRINGby stirring at 50° C. for 30 minutes
2. 2
   过滤The precipitated crystals were recovered by filtration
3. 3
   洗涤washed with ethanol
4. 4
   其他dried
5. 5
   workup.DISSOLUTIONdissolved in 200 ml of a 10% aqueous sodium hydroxide solution
6. 6
   workup.ADDITIONActivated carbon was added to the solution
7. 7
   workup.STIRRINGthe mixture was stirred
8. 8
   过滤filtered
9. 9
   过滤the precipitated crystals were recovered by filtration
10. 10
    洗涤washed with water
11. 11
    其他dried
12. 12
    其他Recrystallization from methanol

实验过程

10.7 g of 8-amino-5-hydroxy-3,4-dihydrocarbostyril was dissolved in 100 ml of pyridine, and 10.0 g of cyclohexylcarbonyl chloride was added to the solution while vigorously stirring at room temperature followed by stirring at 50° C. for 30 minutes. The precipitated crystals were recovered by filtration, washed with ethanol, dried and dissolved in 200 ml of a 10% aqueous sodium hydroxide solution. Activated carbon was added to the solution, and the mixture was stirred and filtered. The filtrate was rendered acidic with hydrochloric acid under ice cooling, and the precipitated crystals were recovered by filtration, washed with water and dried. Recrystallization from methanol yielded 6.6 g of 8-cyclohexylcarbonylamino-5-hydroxy-3,4-dihydrocarbostyril as colorless amorphous crystals having a melting point of 304.2°-304.8° C.

来源