HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Chloro-2-(2-fluorophenyl)thieno[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-one | HCID 21104303 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 4-Chloro-2-(2-fluorophenyl)thieno[2,3-d]pyrimidine | HCID 21104336 | 45.3% |
Reaction Steps
2-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-one (900 mg, 3.65 mmole) was dissolved in chloroform and thionyl chloride (0.532 ml, 7.30 mmole) was added to the mixture followed by 1 ml dimethylformamide. Heated the reaction mixture to reflux for 2.5 hours, the cooled mixture was washed with 10% sodium carbonate, dried the chloroform solution over sodium sulfate (anh) and removed solvent. The crude product was chromatographed on silica gel, eluting with chloroform. Upon removal of solvent obtained 438 mg product (yield: 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223766B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-05e905e18cfe408ca7e901b66950d7b5 |
| Source note | uspto-grants-2007_05 |