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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705917Generated: November 1, 2026

Cyanamide → 2-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate

https://huagongshe.com/reaction/705917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethanolHCID 67772774—
SolventTetrahydrofuranHCID 8028—
Product2-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamateHCID 6777576770.5%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-(4-{[3-chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethanol (2 g, 6.32 mmol) and cyanamide (0.4 g, 9.51 mmol) in dry THF (20 mL) under nitrogen was added triflic acid (0.8 mL, 9.01 mmol). The mixture was heated at 55° C. for 4 h. Purification via reverse phase flash chromatography afforded the title compound (2.1 g, 4.45 mmol, 70.5% yield) as a brown oil. LCMS: rt=2.95 min, [M+H+]=359

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-cbaf9b859bf2408583c8c316b0156ed4
Source noteuspto-grants-2015_11