HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499537Generated: October 25, 2026
Ethyl Acetate → 2-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridine
https://huagongshe.com/reaction/499537
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Chloropyridine-2-carbonitrile | HCID 118424 | — |
| Reactant | HCID 178480602 | HCID 178480602 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridine | HCID 22939455 | 263.6% |
Reaction Steps
2-Mercapto-1-methyl-1H-imidazole (0.91 g, 7.94 mmol) and sodium hydride (60% in oil, 0.35 g, 8.66 mmol) were dissolved in DMF (30 ml), and 2-chloro-6-cyanopyridine (1.05 g, 3.00 mmol) was added thereto. The reaction mixture was stirred at 70° C. for 18 hrs and 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 (1.71 g, ca. 100%) 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-ff4ddc7ab63e4ab4b1b996701d32d2f5 |
|---|
| Source note | uspto-grants-2010_08 |
|---|