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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 2-(4-(4-Chloro-3-(trifluoromethyl)phenoxy)phenyl)ethanol | HCID 66825529 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate | HCID 86666191 | 62.8% |
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
| 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-c003545c821e479780f580f7b0c7303e |
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| Source note | uspto-grants-2014_01 |
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