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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354556Generated: November 1, 2026

1,2-Dichloroethane → Epyrifenacil

https://huagongshe.com/reaction/1354556

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantEthyl diazoacetateHCID 12192—
ReactantTin tetrachlorideHCID 24287—
Reactant3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-1H-pyridin-2-oneHCID 11654910—
SolventEthyl acetate hexaneHCID 21226206—
ProductEpyrifenacilHCID 12097345—

Reaction Steps

Into a mixture of 1.0 g of 3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-1H-pyridin-2-one, 121 mg of tin tetrachloride and 40 ml of 1,2-dichloroethane, 0.4 ml of ethyl diazoacetate (purity: 90%) is dropped at room temperature over 2 hours. After dropping, the reaction mixture is further stirred for 2 hours, and subjected to silica gel column chromatography (eluent; hexane/ethyl acetate=2/1) to give 3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-(ethoxycarbonylmethoxy)pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223862B2
Source datasetuspto-grants-2007_05
ORD IDord-ba6cec2863a94925ae282ef801b01f43
Source noteuspto-grants-2007_05