Phosphorus oxychloride → 4,5-Dichloro-2-(methylsulfanyl)pyrimidine

A suspension of 5-chloro-2-(methylthio)pyrimidin-4(3H)-one (24 g, 0.136 mol) in POCl3 (200 mL) was heated at reflux for 2 hrs. The reaction mixture was then cooled to room temperature and was concentrated to remove excessive of POCl3. The residue was then treated with H2O (150 mL) and was adjusted to pH=7˜8 with aq. K2CO3. The resulting mixture was extracted with CH2Cl2 (50 mL×4). The combined organic layers were washed with brine (50 mL), dried over Na2SO4 and filtered. The filtrate was concentrated and dried on vacuum to give title compound (23 g, 86%) as a light brown solid.

1. temperaturewas heated
2. temperatureat reflux for 2 hrs
3. concentrationwas concentrated
4. customto remove excessive of POCl3
5. additionThe residue was then treated with H2O (150 mL)
6. extractionThe resulting mixture was extracted with CH2Cl2 (50 mL×4)
7. washThe combined organic layers were washed with brine (50 mL)
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationThe filtrate was concentrated
11. customdried on vacuum

ORD record

ord-a421b58ec2214acf89f56bf804b14b64

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09056865B2