HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,6-Dichloro-2-(methylthio)pyrimidine → 4-Chloro-6-methyl-2-(methylthio)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-6-methyl-2-(methylthio)pyrimidine | HCID 241163 | 74.4% |
Reaction Steps
According to Scheme 12, a solution of 4,6-dichloro-2-methylthiopyrimidine (1.95 g, 10 mmol) in 30 mL of dry THF was cooled to 0° C. and treated with a solution of MeMgBr (14 mL of 1.4 M solution, 19.6 mmol). After overnight stirring at RT, the reaction mixture was quenched with sat. NH4Cl. The organic layer washed with brine, dried and evaporated. The residue was purified by chromatography (silica gel, hexane:ethyl acetate, 9:1) to provide 1.3 g of 4-chloro-6-methyl-2-methylthiopyrimidine (95).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919347B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-aa26f250983441a38aa20a57ec12143b |
| Source note | uspto-grants-2005_07 |