反応 #55963

反応方程式

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

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他A mixture was prepared
2. 2
   workup.ADDITIONTo this mixture was added all at once, at room temperature
3. 3
   workup.STIRRINGwith stirring
4. 4
   温度The resulting mixture was heated at 60°-65° C.
5. 5
   workup.STIRRINGwith stirring for one hour
6. 6
   ろ過filtered
7. 7
   その他to remove insolubles
8. 8
   その他The solvent was removed by distillation under reduced pressure
9. 9
   workup.DISSOLUTIONthe residue dissolved in 100 ml of benzene
10. 10
    洗浄The mixture was washed with water
11. 11
    その他the organic layer separated
12. 12
    その他dried
13. 13
    ろ過filtered
14. 14
    その他The benzene was removed by evaporation under reduced pressure
15. 15
    その他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

実験手順

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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