تفاعل #3256

معادلة التفاعل

5-cyano-4-hydroxy-2-methylsulfanylpyrimidine

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

phosphorus oxychloride

→

title compound

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

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 3 hours
3. 3
   ترشيحfiltered
4. 4
   تركيزthe filtrate was concentrated to dryness under vacuum
5. 5
   أخرىThe residue was partitioned between methylene chloride and ice water
6. 6
   أخرىThe organic layer was separated
7. 7
   غسيلwashed with water
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated under reduced pressure
11. 11
    درجة الحرارةThe residue was heated
12. 12
    درجة الحرارةto reflux in hexane (750 mL)
13. 13
    أخرىThe hot hexane solution was decanted from the insoluble material
14. 14
    درجة الحرارةto cool to room temperature

الإجراء التجريبي

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.

المصدر