HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-Cyano-6-[2-(dimethylamino)ethylthio]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Captamine Hydrochloride | HCID 25798 | — |
| Reactant | 6-Chloropyrazine-2-carbonitrile | HCID 81303 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Cyano-6-[2-(dimethylamino)ethylthio]pyrazine | HCID 22939535 | 48% |
Reaction Steps
2-Dimethylaminoethanethiol hydrochloride salt (1.46 g, 10.0 mmol) and sodium hydride (60% in oil, 0.88 g, 22.0 mmol) were added to THF (50 ml), and 2-chloro-6-cyanopyrazine (1.40 g, 10.0 mmol) was added thereto. The mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (1.00 g, 48%) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767665B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-d2ceec83bc854dd18583a6682f2a90d1 |
| Source note | uspto-grants-2010_08 |