HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705836Generated: October 30, 2026
Cyanamide → 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate
https://huagongshe.com/reaction/705836
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethanol | HCID 67774277 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethyl imidocarbamate | HCID 67775567 | 33.3% |
Reaction Steps
To the solution of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorophenyl)ethanol (4.0 g, 11.95 mmol) and cyanamide (0.603 g, 14.34 mmol) in anhydrous THF (25 mL) was added trifluoromethanesulfonic acid (2.55 mL, 28.7 mmol) at 0° C. The reaction mixture was stirred at 60° C. for 4 h. Purification via a reverse phase Biotage then afforded the title compound as a white solid (1.5 g, 23.82% yield). LCMS: rt=3.68 min, [M+H+]=377
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09174968B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-a09f00d020614000a6ac6a8eb85caa18 |
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| Source note | uspto-grants-2015_11 |
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