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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705914Generated: October 31, 2026

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

https://huagongshe.com/reaction/705914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(4-((5-Chloro-6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)ethanolHCID 67773858—
Product2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamateHCID 6777589884%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-(4-((5-chloro-6-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)ethanol (0.2 g, 0.630 mmol) and cyanamide (0.053 g, 1.259 mmol) in dry THF (3 mL) under nitrogen was added triflic acid (0.112 mL, 1.259 mmol). The mixture was heated at 55° C. for 1 h. Purification via reverse phase flash chromatography afforded the title compound (250 mg, 0.529 mmol, 84% yield) as a white solid. LCMS: rt=2.77 min, [M+H+]=360

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-dcc2a7ac65864f0b84457e29573ec0bf
Source noteuspto-grants-2015_11