반응 #55963

반응 방정식

3,5-dichloro-6-fluoro-2-pyridinol

sodium carbonate

O,O-diethyl phosphorochloridothioate

→

O,O-Diethyl O-(3,5-dichloro-6-fluoro-2-pyridinyl) phosphorothioate

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타A mixture was prepared
2. 2
   workup.ADDITIONTo this mixture was added all at once, at room temperature
3. 3
   workup.STIRRINGwith stirring
4. 4
   온도The resulting mixture was heated at 60°-65° C.
5. 5
   workup.STIRRINGwith stirring for one hour
6. 6
   여과filtered
7. 7
   기타to remove insolubles
8. 8
   기타The solvent was removed by distillation under reduced pressure
9. 9
   workup.DISSOLUTIONthe residue dissolved in 100 ml of benzene
10. 10
    세척The mixture was washed with water
11. 11
    기타the organic layer separated
12. 12
    기타dried
13. 13
    여과filtered
14. 14
    기타The benzene was removed by evaporation under reduced pressure
15. 15
    기타The residue (15 g) was crystallized from 15 ml of hexane giving 5.9 g of the desired O,O-diethyl O-(3,5-dichloro-6-fluoro-2-pyridinyl) phosphorothioate

실험 절차

A mixture was prepared by admixing, with stirring, 9.7 g (0.053 m) of 3,5-dichloro-6-fluoro-2-pyridinol, 5.6 g (0.053 m) of sodium carbonate and 100 ml of dimethylformamide. To this mixture was added all at once, at room temperature, with stirring, 9.9 g (0.053 m) of O,O-diethyl phosphorochloridothioate. The resulting mixture was heated at 60°-65° C. with stirring for one hour. The mixture was cooled to room temperature and filtered to remove insolubles. The solvent was removed by distillation under reduced pressure and the residue dissolved in 100 ml of benzene. The mixture was washed with water and the organic layer separated, dried and filtered. The benzene was removed by evaporation under reduced pressure. The residue (15 g) was crystallized from 15 ml of hexane giving 5.9 g of the desired O,O-diethyl O-(3,5-dichloro-6-fluoro-2-pyridinyl) phosphorothioate. The product melted at 31°-33° C. and upon analysis, was found to have carbon, hydrogen and nitrogen contents of 32.30, 3.30 and 4.19 percent, respectively, as compared with the theoretical contents of 32.36, 3.32 and 4.19 percent, respectively, as calculated for the above named compound.

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