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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593057Generated: October 26, 2026

Cesium carbonate → 4-Nitro-1-(oxetan-3-yl)-1H-imidazole

https://huagongshe.com/reaction/593057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-IodooxetaneHCID 13356686—
ReactantHCID 178526856HCID 178526856—
Solvent1,4-DioxaneHCID 31275—
Product4-Nitro-1-(oxetan-3-yl)-1H-imidazoleHCID 8668451933.4%

Reaction Conditions

Temperature120 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-749351565f5546f7af33f2c572bf3141
Source noteuspto-grants-2016_01