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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380799Generated: October 31, 2026

Dimethyl Sulfate → 3-(5-acetylamino-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/380799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant2'-chloro-5'-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4'-fluoroacetanilideHCID 18365888—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product3-(5-acetylamino-4-chloro-2-fluorophenyl)-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedioneHCID 1836590485.9%

Reaction Steps

A mixture of 2′-chloro-5′-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4′-fluoroacetanilide (0.85 g, 2.3 mmol), potassium carbonate (0.32 g, 2.3 mmol) and dimethylsulfate (0.22 mL, 2.3 mmol) in tetrahydrofuran is refluxed for 90 minutes, cooled to room temperature, and diluted with water and chloroform. The resultant mixture is concentrated in vacuo to obtain an aqueous suspension which is filtered to give the title product as an off-white solid (0.75 g, mp 257-258.5° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303783B1
Source datasetuspto-grants-2001_10
ORD IDord-9c5844fdcb744982acb6b11e4cf3cca7
Source noteuspto-grants-2001_10