반응 #54310

반응 방정식

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

cyclohexylcarbonyl chloride

→

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

수율 38.1%

용매

pyridine

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at 50° C. for 30 minutes
2. 2
   여과The precipitated crystals were recovered by filtration
3. 3
   세척washed with ethanol
4. 4
   기타dried
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
   여과filtered
9. 9
   여과the precipitated crystals were recovered by filtration
10. 10
    세척washed with water
11. 11
    기타dried
12. 12
    기타Recrystallization from methanol

실험 절차

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.

출처