HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanethiol → Methyl 2-chloro-6-(ethylthio)pyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Methyl 2,4-dichloropyrimidine-6-carboxylate | HCID 239689 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-chloro-6-(ethylthio)pyrimidine-4-carboxylate | HCID 86038397 | 98.5% |
Reaction Steps
A solution of ethanethiol (0.30 g, 4.8 mmol) in THF (1 ml) was added dropwise to a solution of methyl 2,6-dichloropyrimidine-4-carboxylate (1 g, 4.8 mmol), THF (8 ml) and TEA (0.49 g, 4.8 mmol) at 0° C. under nitrogen. The mixture was stirred for 2 h and slowly warmed to room temperature. The mixture was diluted with EtOAc (50 ml) and water (10 ml). The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-9fa0c19478664c7f87d7290449d294c9 |
| Source note | uspto-grants-2010_05 |