HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-(2,4-Difluorophenoxy)-2-methylsulfanylpyrimidin-4-ol | HCID 178503474 | — |
| Catalyst | Tetramethylammonium chloride | HCID 6379 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine | HCID 118021510 | 70.6% |
Reaction Steps
The title compound of step 1 (5.30 g, 19.63 mmol), POCl3 (18.06 g, 117.78 mmol), (Me)4NCl (3.23 g, 29.47 mmol) in dry CH3CN (60 mL) was refluxed for 12 h. The mixture was poured into ice-water (50 mL) and subjected to EA extractive work up. Concentration under vacuum gave impure title compound (4.0 g), which was carried on to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-2f82fdc61f9b4b55907d79248a37c441 |
| Source note | uspto-grants-2015_05 |