反応 #54310

反応方程式

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

cyclohexylcarbonyl chloride

→

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

収率 38.1%

溶媒

pyridine

反応条件

後処理

1. 1
   workup.STIRRINGby stirring at 50° C. for 30 minutes
2. 2
   ろ過The precipitated crystals were recovered by filtration
3. 3
   洗浄washed with ethanol
4. 4
   その他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
   ろ過filtered
9. 9
   ろ過the precipitated crystals were recovered by filtration
10. 10
    洗浄washed with water
11. 11
    その他dried
12. 12
    その他Recrystallization from methanol

実験手順

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.

出典