反応 #4001

反応方程式

4-chloro-4-chloromethyloxetan-2-one

guanidine hydrochloride

hydrogen chloride

→

2-amino-4-chloromethyl-6-hydroxypyrimidine

溶媒

water

反応条件

後処理

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

実験手順

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.

出典