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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705912Generated: October 31, 2026

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

https://huagongshe.com/reaction/705912

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 numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-dd35f681a50349ea8869b22684269244
Source noteuspto-grants-2015_11