反应 #4001

反应方程式

4-chloro-4-chloromethyloxetan-2-one

guanidine hydrochloride

hydrogen chloride

→

2-amino-4-chloromethyl-6-hydroxypyrimidine

溶剂

water

反应条件

后处理

1. 1
   温度heated under nitrogen
2. 2
   其他purge as the bath temperature
3. 3
   其他approached 100° C.
4. 4
   其他reaction
5. 5
   其他When the initial reaction
6. 6
   workup.WAITsubsided after a few minutes
7. 7
   温度the bath temperature was raised to 130° C.
8. 8
   其他as indicated by cessation of gassing (about 1 hour)
9. 9
   温度to cool about 60° C.
10. 10
    萃取The solution was extracted with 500 parts of ethyl acetate
11. 11
    workup.ADDITIONThe aqueous phase was treated with decolourising charcoal
12. 12
    过滤filtered
13. 13
    workup.ADDITIONthe pH was adjusted to pH 8 by the addition of saturated aqueous sodium bicarbonate solution
14. 14
    过滤The precipitated solid was filtered
15. 15
    洗涤washed with water
16. 16
    其他dried to constant weight at 80° C. in a vacuum oven

实验过程

620 parts of 4-chloro-4-chloromethyloxetan-2-one and 440 parts of guanidine hydrochloride were charged to a reaction flask and the mixture was stirred and heated under nitrogen purge as the bath temperature was gradually raised to 120° C. When the bath temperature approached 100° C., reaction commenced accompanied by evolution of hydrogen chloride. When the initial reaction subsided after a few minutes the bath temperature was raised to 130° C. and held until the reaction ceased as indicated by cessation of gassing (about 1 hour). The reaction mixture was allowed to cool about 60° C. and 1750 parts of water was added to the syrup. The solution was extracted with 500 parts of ethyl acetate and the extract was discarded. The aqueous phase was treated with decolourising charcoal, filtered and the pH was adjusted to pH 8 by the addition of saturated aqueous sodium bicarbonate solution. The precipitated solid was filtered, washed with water and dried to constant weight at 80° C. in a vacuum oven to give 2-amino-4-chloromethyl-6-hydroxypyrimidine, m.p. 195°-197° C.

来源