HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-methylthiopyrimidine → 4-Fluoro-2-(methylsulfanyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-methylthiopyrimidine | HCID 97113 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Solvent | Tetraglyme | HCID 8925 | — |
| Product | 4-Fluoro-2-(methylsulfanyl)pyrimidine | HCID 10261244 | 63.1% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a solution of 35.7 g (0.22 mol) of 4-chloro-2-methylthiopyrimidine (Aldrich Chemical Co., Milwaukee, Wis., USA) in 135 mL of tetraglyme was added 18-crown-6 (1.33 g) and potassium fluoride (Anhydrous, Aldrich Chemical Co., Milwaukee, Wis., USA, 80 g). The mixture was heated at 150° C. with stirring for 16 hours. The mixture was then cooled and distilled under reduced pressure to give 20 g (62%) of 4-fluoro-2-methylthiopyrimidine as a liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439247B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-ab09a893db624d60b2185d6770ccf7d4 |
| Source note | uspto-grants-2008_10 |