HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 5-Chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid | HCID 725711 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chloride | HCID 14067188 | 91.7% |
Reaction Steps
With stirring, 15 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid were added a little at a time to 40.8 g (25 ml, 0.34 mol) of thionyl chloride and 0.47 g (0.5 ml, 6.5 mmol) of N,N-dimethylformamide, and the reaction mixture was then heated under reflux until a marked evolution of gas was no longer noticeable. The mixture is taken up in a little methylene chloride. Concentration gives 15 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carbonyl chloride, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375002B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-cc37d3126bc34d919b8ebc0bfa65f70f |
| Source note | uspto-grants-2016_06 |