반응 #4001

반응 방정식

4-chloro-4-chloromethyloxetan-2-one

guanidine hydrochloride

hydrogen chloride

→

2-amino-4-chloromethyl-6-hydroxypyrimidine

용매

water

반응 조건

후처리

1. 1
   온도heated under nitrogen
2. 2
   기타purge as the bath temperature
3. 3
   기타approached 100° C.
4. 4
   기타reaction
5. 5
   기타When the initial reaction
6. 6
   workup.WAITsubsided after a few minutes
7. 7
   온도the bath temperature was raised to 130° C.
8. 8
   기타as indicated by cessation of gassing (about 1 hour)
9. 9
   온도to cool about 60° C.
10. 10
    추출The solution was extracted with 500 parts of ethyl acetate
11. 11
    workup.ADDITIONThe aqueous phase was treated with decolourising charcoal
12. 12
    여과filtered
13. 13
    workup.ADDITIONthe pH was adjusted to pH 8 by the addition of saturated aqueous sodium bicarbonate solution
14. 14
    여과The precipitated solid was filtered
15. 15
    세척washed with water
16. 16
    기타dried to constant weight at 80° C. in a vacuum oven

실험 절차

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.

출처