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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277428Generated: October 27, 2026

2-Naphthoyl chloride → 3-[4-chloro-6-fluoro-3-hydroxy-2-(2-naphthoylamino)phenyl]-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione

https://huagongshe.com/reaction/277428

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Naphthoyl chlorideHCID 75246—
Reactant1-methyl-6-trifluoromethyl-3-(6-amino4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedioneHCID 12056912—
Solvent1,4-DioxaneHCID 31275—
Product3-[4-chloro-6-fluoro-3-hydroxy-2-(2-naphthoylamino)phenyl]-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedioneHCID 5715287884.4%

Reaction Steps

3-(2-Amino-4-chloro-6-fluoro-3-hydroxyphenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)-pyrimidinedione (0.50 g, 1.4 mmol) and 2-naphthoyl chloride (0.27 g, 1.4 mmol) were dissolved in 1,4-dioxane (10 ml) and the solution heated under reflux for 4 hr. Solvent was evaporated under reduced pressure and the product purified by column chromatography on silica gel (eluent, hexan-ethyl acetate, 8:2) to furnish the title compound (0.60 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355799B1
Source datasetuspto-grants-2002_03
ORD IDord-6a06bf63ded94e11930c3377271868eb
Source noteuspto-grants-2002_03