反応 #3256

反応方程式

5-cyano-4-hydroxy-2-methylsulfanylpyrimidine

5-cyano-4-hydroxy-2-methylsulfanyl-pyrimidine

phosphorus oxychloride

→

title compound

4-Chloro-5-cyano-2-methylsulfanyl-pyrimidine

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度at reflux for 3 hours
3. 3
   ろ過filtered
4. 4
   濃縮the filtrate was concentrated to dryness under vacuum
5. 5
   その他The residue was partitioned between methylene chloride and ice water
6. 6
   その他The organic layer was separated
7. 7
   洗浄washed with water
8. 8
   乾燥dried over magnesium sulfate
9. 9
   ろ過filtered
10. 10
    その他evaporated under reduced pressure
11. 11
    温度The residue was heated
12. 12
    温度to reflux in hexane (750 mL)
13. 13
    その他The hot hexane solution was decanted from the insoluble material
14. 14
    温度to cool to room temperature

実験手順

A mixture of 5-cyano-4-hydroxy-2-methylsulfanylpyrimidine (48.33 g) from Example 1 and phosphorus oxychloride (150 mL) was heated at reflux for 3 hours. The reaction mixture was allowed to cool to room temperature, filtered, and the filtrate was concentrated to dryness under vacuum. The residue was partitioned between methylene chloride and ice water. The organic layer was separated, washed with water, dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The residue was heated to reflux in hexane (750 mL) with stirring. The hot hexane solution was decanted from the insoluble material and allowed to cool to room temperature to afford 32 g of the title compound 4-chloro-5-cyano-2-methylsulfanyl-pyrimidine.

出典