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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705892Generated: October 31, 2026

Cyanamide → 2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethyl imidocarbamate

https://huagongshe.com/reaction/705892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethanolHCID 67776373—
SolventTetrahydrofuranHCID 8028—
Product2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethyl imidocarbamateHCID 6777518157%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-(4-{[6-(trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethanol (1.95 g, 6.88 mmol) and cyanamide (0.5 g, 11.89 mmol) in dry THF (20 mL) under nitrogen was added triflic acid (1 mL, 11.26 mmol). The mixture was heated at 55° C. for 4 h. Purification via reverse phase flash chromatography afforded the title compound (1.72 g, 3.92 mmol, 57.0% yield) as a white solid. LCMS: rt=2.42 min, [M+H+]=326

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-a40bb73b8ddb462aa4752098041c8b10
Source noteuspto-grants-2015_11