반응 #3256

반응 방정식

5-cyano-4-hydroxy-2-methylsulfanylpyrimidine

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

phosphorus oxychloride

→

title compound

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

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 3 hours
3. 3
   여과filtered
4. 4
   농축the filtrate was concentrated to dryness under vacuum
5. 5
   기타The residue was partitioned between methylene chloride and ice water
6. 6
   기타The organic layer was separated
7. 7
   세척washed with water
8. 8
   건조dried over magnesium sulfate
9. 9
   여과filtered
10. 10
    기타evaporated under reduced pressure
11. 11
    온도The residue was heated
12. 12
    온도to reflux in hexane (750 mL)
13. 13
    기타The hot hexane solution was decanted from the insoluble material
14. 14
    온도to cool to room temperature

실험 절차

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.

출처