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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982552Generated: October 25, 2026

Cyclohexene → 1-Chloromethyl-5-chloropyrimidin-2-one

https://huagongshe.com/reaction/1982552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantSulfuryl chlorideHCID 24648—
Reactant1-(4-Chlorophenylsulfenyl)methyl-5-chloropyrimidin-2-oneHCID 4295276—
SolventDichloromethaneHCID 6344—
Product1-Chloromethyl-5-chloropyrimidin-2-oneHCID 20161334—

Reaction Steps

Sulphuryl chloride (3.0 mmol) in dry dichloromethane (10.0 ml) was added to 1-(4-chlorophenylsulphenyl) methyl-5-chloropyrimidin-2-one (see Example 2) (3.0 mmol) in dry dichlormethane 30.0 ml) at -30° C. for 3 mins. The mixture was stirred at -25° C. for 50 mins before cyclohexene (3.5 mmol) in dry dichloromethane (10 ml) was added. After stirring for 15 mins the mixture was filtered, evaporated and the residue washed three times with Pet. ether. Insoluble 1-chloromethyl-5-chloropyrimidin-2-one (0.45g), 84% was used in Example 31 without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04596870
Source datasetuspto-grants-1986_06
ORD IDord-bb22960df29948dab85e7f975306220b
Source noteuspto-grants-1986_06