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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474582Generated: October 27, 2026

Cyanamide → 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate

https://huagongshe.com/reaction/474582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)ethanolHCID 66825529—
SolventTetrahydrofuranHCID 8028—
Product2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflateHCID 8666619162.8%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethanol (2.63 g, 8.30 mmol) and cyanamide (0.419 g, 9.97 mmol) in dry THF (25 mL) under argon was added trifluoromethanesulfonic acid (0.885 mL, 9.97 mmol). The mixture was heated to 55° C. for 3 hrs. Purification via a reverse phase biotage with TFA then afforded the title compound (2.65 g, 62.8% yield). LCMS: rt=2.906 min, [M+H+]=359

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-c003545c821e479780f580f7b0c7303e
Source noteuspto-grants-2014_01