HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-Mercapto-3-methyl-6-(pyrimidin-4-YL)-3H-pyrimidin-4-one | HCID 178481678 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one | HCID 17954460 | 27% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Phosphorous oxychloride (4.60 g, 30 mmol) was added to dimethylformamide (32 ml) and stirred for 20 min at 0° C. 2-Mercapto-3-methyl-6-(4-pyrimidyl)-3H-pyrimidine-4-one (4.40 g, 20 mmol) was added to the solution and stirred 5 min and then stirred at 70° C. for 2 hours. The reaction mixture was poured into ice water, neutralized by solid potassium carbonate, and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and evaporated under reduced pressure. Purification of the residue by silica gel chromatography (ethyl acetate) gave the title compound (1.20 g, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108957B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-5513844a4bd644299a40f181975373a6 |
| Source note | uspto-grants-2015_08 |