Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868216Generated: October 26, 2026

Imidazole sodium → 1-(1H-imidazol-1-yl)-1-[3-[(tert-butoxycarbonyl)amino]phenyl]-methane

https://huagongshe.com/reaction/1868216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazole sodiumHCID 57373095—
Reactant3-[(tert-Butoxycarbonyl)amino]benzyl MethanesulfonateHCID 57982167—
SolventDimethylformamideHCID 6228—
Product1-(1H-imidazol-1-yl)-1-[3-[(tert-butoxycarbonyl)amino]phenyl]-methaneHCID 5798214368%

Reaction Conditions

Temperature70 °C

Reaction Steps

The title compound from Step A above (14.54 g, 44.8 mmoles) was dissolved in anhydrous DMF (100 mL) and sodium imidazole (6.52 g, 72.4 mmoles) was added. The mixture was heated under argon at 70° C. for 2 h. The solution was evaporated to dryness and chromatographed on silica gel using 2% (10% conc. NH4OH in methanol)-dichloromethane as the eluant to give the title compound (8.92 g, 68%):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635697B2
Source datasetuspto-grants-2009_12
ORD IDord-792dbafba8824f77a3bc01c4b51b05cd
Source noteuspto-grants-2009_12