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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559598Generated: October 30, 2026

Water → HCID 86616336, compound

https://huagongshe.com/reaction/559598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 66974263HCID 66974263—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86616336HCID 8661633689%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of (1-(4-iodophenyl)-2-(methylthio)-1H-imidazol-4-yl)methanol (0.41 g, 1.18 mmol) in anhydrous dioxane (10 mL), diphenylphosphoryl azide (0.80 mL, 3.71 mmol) and DBU (0.600 mL, 4.02 mmol) were added. The mixture in a sealed tube was heated at 110° C. for 3 h. After being cooled down, H2O and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with EtOAc in hexane (0-20% EtOAc) to give 4-(azidomethyl)-1-(4-iodophenyl)-2-(methylthio)-1H-imidazole (0.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063077B2
Source datasetuspto-grants-2011_11
ORD IDord-1b1272e53cdc413eb0e4aa9cf6f1ccdc
Source noteuspto-grants-2011_11