HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474653Generated: October 29, 2026
Cyanamide → 2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethyl imidocarbamate
https://huagongshe.com/reaction/474653
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethanol | HCID 67776373 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-{[6-(Trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethyl imidocarbamate | HCID 67775181 | 57% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08637536B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-62d602a0f92d4629abd06394c9ef7e3c |
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| Source note | uspto-grants-2014_01 |
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