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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278964Generated: November 1, 2026

Ethanamine, 2,2,2-trifluoro- → 1-(2-chloroethyl)-3-(2,2,2-trifluoroethyl)urea

https://huagongshe.com/reaction/2278964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanamine, 2,2,2-trifluoro-HCID 9773—
Reactant2-Chloroethyl isocyanateHCID 16035—
SolventTetrahydrofuranHCID 8028—
Product1-(2-chloroethyl)-3-(2,2,2-trifluoroethyl)ureaHCID 26044494%

Reaction Steps

A solution of 2,2,2-trifluoroethanamine (0.469 g, 4.74 mmol) and chloroethylisocyanate (0.50 g, 4.74 mmol) in THF (10 mL) was stirred at RT for 2 h, then concentrated to dryness. The residue was treated with DCM, concentrated to dryness and dried to afford 1-(2-chloroethyl)-3-(2,2,2-trifluoroethyl)urea (910 mg, 94%). 1H NMR (400 MHz, DMSO-d6): δ 6.67 (t, J=6.5 Hz, 1 H), 6.41 (m, 1 H), 3.80 (m, 2 H), 3.57 (t, J=6.2 Hz, 2 H), 3.32 (m, 2 H); MS (ESI) m/z: 205.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133183B2
Source datasetuspto-grants-2015_09
ORD IDord-f8479425e1cb4e37967cb8ae87b4c4c9
Source noteuspto-grants-2015_09