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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393365Generated: October 26, 2026

Water → 3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-2-[(1-ethoxyethylidene)aminooxy]-6-trifluoromethyl-4(3H)-pyrimidinone

https://huagongshe.com/reaction/393365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantEthyl acetohydroximateHCID 99894—
Reactant2-chloro-3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-6-trifluoromethyl-4(3H)-pyrimidinoneHCID 10238633—
SolventTetrahydrofuranHCID 8028—
Product3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-2-[(1-ethoxyethylidene)aminooxy]-6-trifluoromethyl-4(3H)-pyrimidinoneHCID 8533552085%

Reaction Conditions

Temperature0 °C

Reaction Steps

Ethyl N-hydroxyacetimidate(0.23 g, 0.002 mol) was added dropwise to a suspension of sodium hydride(008 g, 0.002 mol) in tetrahydrofuran(5 ml) with stirring at 0° C. 2-Chloro-3-[4-chloro-2-fluoro-5-(2-nitrophenoxy)phenyl]-6-trifluoromethyl-4(3H)-pyrimidinone(0.93 g, 0.002 mol) was added to the mixture at 0° C., and the mixture was stirred at 0° C. for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate solution was concentrated and purified by column chromatography on silica gel(20% ethyl acetate/hexane) to give compound II-1 (0.90 g, yield 85%) as a white solid, m.p.152-155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806367B2
Source datasetuspto-grants-2004_10
ORD IDord-0462b6f913884dfabc6c95d62f226078
Source noteuspto-grants-2004_10