反应 #312128

反应方程式

3-phenyl-5,5-dimethylhydantoin

sodium nitrate

→

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

溶剂

sulphuric acid

反应条件

后处理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度maintained
3. 3
   workup.STIRRINGstirring at 0° C.
4. 4
   workup.WAITwas continued for 20 minutes with the reaction mixture
5. 5
   温度to 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
   萃取extracted with methylene chloride
10. 10
    干燥The extract was dried over sodium sulphate
11. 11
    其他The methylene chloride was evaporated
12. 12
    其他the resulting product was crystallized from methylene chloride/petroleum ether
13. 13
    其他The recrystallized product was dried for 16 hours, under greatly reduced pressure

实验过程

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.

来源