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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380790Generated: November 1, 2026

Triethylamine → 2-Chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluoro-phenyl isothiocyanate

https://huagongshe.com/reaction/380790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThiophosgeneHCID 10040—
Reactant3-(5-amino-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedioneHCID 18619257—
SolventTolueneHCID 1140—
Product2-Chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluoro-phenyl isothiocyanateHCID 1836596398%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 3-(5-amino-4-chloro-2-fluorophenyl)-1-methyl-6-(trifluoromethyl)-2,4 (1H,3H)-pyrimidinedione (1.0 g, 2.96 mmol) in toluene is cooled to 0° C., treated sequentially with triethylamine (0.91 mL, 6.52 mmol) and thiophosgene (0.25 mL, 3.26 mmol), warmed to and stirred at room temperature for 5 hours, and filtered to remove solids. The resultant filtrate is concentrated in vacuo to give the title product as an orange solid (1.1 g, 98% yield) which is identified by 1H NMR spectral analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303783B1
Source datasetuspto-grants-2001_10
ORD IDord-74321f3db0d04bb4b6697cdbdffd78b8
Source noteuspto-grants-2001_10