HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-Nitro-1-(oxetan-3-yl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Iodooxetane | HCID 13356686 | — |
| Reactant | HCID 178526856 | HCID 178526856 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Nitro-1-(oxetan-3-yl)-1H-imidazole | HCID 86684519 | 33.4% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A sealed tube was charged with 4-nitro-1H-imidazole (500 mg, 4.42 mmol), 3-iodooxetane (920 mg, 5.0 mmol), Cs2CO3 (2.90 g, 8.84 mmol), and dioxane (12 mL). The sealed tube was heated at 120° C. for 16 h. It was then cooled to room temperature and filtered. The filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 30:1 dichloromethane/methanol to afford 285a as a white solid (250 mg, 33%). MS-ESI: [M+H]+ 170.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921353B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-1a983a90b8604fa4bc08889c7f30c2d6 |
| Source note | uspto-grants-2014_12 |