HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-Chloro-6-methoxy-2-(methylthio)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-6-methoxy-2-(methylthio)pyrimidine | HCID 9836999 | — |
Reaction Steps
4,6-dichloro-2-(methylthio)pyrimidine (Compound IV-5) (19.5 g, 0.100 mol) was dissolved in tetrahydrofuran (200 ml) just after distilled, then methyl alcohol (3.2 g, 0.100×1.0 mol) was added thereto. While cooling with ice, 60% sodium hydride (4.4 g, 0.100×1.1 mol) was added thereto while stirring. After stirred for 3 hours, the reaction solution was poured into water and extracted with toluene. The organic phase was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and filtered, and thereafter, the solvent was distilled off to obtain the compound (IV-29).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05599770 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-cadad98409cc438ebbfce371ac13aa94 |
| Source note | uspto-grants-1997_02 |