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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584553Generated: October 30, 2026

Triethylamine → HCID 22340996, compound

https://huagongshe.com/reaction/584553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThiophosgeneHCID 10040—
Reactant4-chloro-2-fluoro-5-(2-pyrimidinyloxy)anilineHCID 11447802—
SolventEthyl AcetateHCID 8857—
ProductHCID 22340996HCID 22340996—

Reaction Steps

4-Chloro-2-fluoro-5-(2-pyrimidinyloxy)-benzenamine (50 g) and triethyl amine (42.2 g) were dissolved in anhydrous ethyl acetate (400 ml) and stirred under ice cooling. Thiophosgene (74.3 g) dissolved in ethyl acetate (400 ml) was slowly added to the stirred solution. The mixture was heated at reflux for 2 hr and filtered. Evaporation of the solvent afforded 2-(2-chloro-4-fluoro-5-isothiocyanatophenoxy)-pyrimidine which was used for the next step without purification. 1H NMR, CDCl3, 7.12 (1H, t, J=4.7 Hz), 7.13 (1H, d, J=7.0 Hz), 7.32 (1H, d, J=8.9 Hz), 8.58 (2H, t, J=4.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06927193B2
Source datasetuspto-grants-2005_08
ORD IDord-ce5e81857d44447cbc2122c90459c79b
Source noteuspto-grants-2005_08