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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474669Generated: October 29, 2026

Cyanamide → 2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate

https://huagongshe.com/reaction/474669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethanolHCID 67775412—
SolventTetrahydrofuranHCID 8028—
Product2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamateHCID 6777589825.8%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-{4-[(3-fluoro-4-methylphenyl)oxy]phenyl}ethanol (1 g, 4.06 mmol) and cyanamide (0.205 g, 4.87 mmol) in dry THF (15 mL) under nitrogen was added triflic acid (0.433 mL, 4.87 mmol). The mixture was heated at 55° C. for 2 h. Purification via reverse phase flash chromatography afforded the title compound (420 mg, 1.047 mmol, 25.8% yield) as white solid. LCMS: rt=2.61 min, [M+H+]=229

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-b8f1e49e335c4422a50fe5fe2bd7714e
Source noteuspto-grants-2014_01