(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol → 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol (105 mmol) was dissolved in CHCl3 (500 mL) to give a yellow suspension. Manganese(IV) oxide (546 mmol) was added in 0.5 g portions over 15 min. The mixture was stirred at room temperature for 6 h. Further Manganese(IV) oxide (210 mmol) was added. The mixture was stirred at room temperature for 18 h. Again, manganese(IV) oxide (210 mmol) was added. The mixture was stirred at room temperature for 20 h, then at 40° C. for 4 h, and then overnight at room temperature. The mixture was then stirred at 40° C. for 6 h, allowed to cool to room temperature, filtered though Celite, washed with 400 mL CHCl3 and concentrated under reduced pressure to give 4-chloro-2-(methylthio)pyrimidine-5-carbaldehyde as a solid (72%).

1. customto give a yellow suspension
2. stirringThe mixture was stirred at room temperature for 18 h
3. stirringThe mixture was stirred at room temperature for 20 h
4. waitat 40° C. for 4 h
5. customovernight
6. customat room temperature
7. stirringThe mixture was then stirred at 40° C. for 6 h
8. temperatureto cool to room temperature
9. filtrationfiltered though Celite
10. washwashed with 400 mL CHCl3
11. concentrationconcentrated under reduced pressure

ORDレコード

ord-effb7cb4d546489cb7b260a983f66477

出典データセット

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08232283B2