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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474673Generated: October 30, 2026

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

https://huagongshe.com/reaction/474673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant2-(4-((6-Methylpyridin-2-yl)oxy)phenyl)ethanolHCID 67775669—
SolventTetrahydrofuranHCID 8028—
Product2-{4-[(6-Methyl-2-pyridinyl)oxy]phenyl}ethyl imidocarbamateHCID 6777578849.1%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 2-{4-[(6-methyl-2-pyridinyl)oxy]phenyl}ethanol (1.7 g, 7.41 mmol) and cyanamide (0.405 g, 9.64 mmol) in dry THF (20 mL) under nitrogen was added triflic acid (0.856 mL, 9.64 mmol). The mixture was heated at 55° C. for 4 h. Purification via reverse phase flash chromatography afforded the title compound (1.4 g, 3.64 mmol, 49.1% yield) as a colorless oil. LCMS: rt=1.87 min, [M+H+]=272

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-d96a2ac225ec4ed4b56db5bd07d15d42
Source noteuspto-grants-2014_01