반응 #312128

반응 방정식

3-phenyl-5,5-dimethylhydantoin

sodium nitrate

→

3-(4-nitrophenyl)-5,5-dimethylhydantoin

용매

sulphuric acid

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   온도maintained
3. 3
   workup.STIRRINGstirring at 0° C.
4. 4
   workup.WAITwas continued for 20 minutes with the reaction mixture
5. 5
   온도to warm to room temperature
6. 6
   workup.STIRRINGstirring
7. 7
   workup.WAITwas continued for 4 hours
8. 8
   workup.ADDITIONThe mixture was then poured onto ice water
9. 9
   추출extracted with methylene chloride
10. 10
    건조The extract was dried over sodium sulphate
11. 11
    기타The methylene chloride was evaporated
12. 12
    기타the resulting product was crystallized from methylene chloride/petroleum ether
13. 13
    기타The recrystallized product was dried for 16 hours, under greatly reduced pressure

실험 절차

17.0 g (83 mmol) of 3-phenyl-5,5-dimethylhydantoin were dissolved in 160 ml of concentrated sulphuric acid and 7.07 g (83 mmol) of sodium nitrate were slowly added with stirring, at 0° C. over a 40 minute period. After the addition was completed, maintained stirring at 0° C. was continued for 20 minutes with the reaction mixture. The mixture was allowed to warm to room temperature and stirring was continued for 4 hours. The mixture was then poured onto ice water and then extracted with methylene chloride. The extract was dried over sodium sulphate. The methylene chloride was evaporated and the resulting product was crystallized from methylene chloride/petroleum ether. The recrystallized product was dried for 16 hours, under greatly reduced pressure, to yield 3-(4-nitrophenyl)-5,5-dimethylhydantoin, m.p. 176°-177° C.

출처