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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381918Generated: October 25, 2026

4-Chlorophenol → HCID 21933878, compound

https://huagongshe.com/reaction/381918

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantSodium hydrideHCID 24758—
Reactant2-benzyl-4-chloro-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinoneHCID 10199439—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21933878HCID 2193387885.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-benzyl-4-chloro-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (187 mg, 0.5 mmol), prepared in Example 78, p-chlorophenol (129 mg, 0.5 mmol) and NaH (60% oil suspension) (40 mg, 1 mmol) in THF (25 mL) was refluxed at 50° C. for 3 hours and then concentrated in vacuo. The residue was partitioned between water and ethyl acetate. The acetate layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed (silica gel, 1:1 hexanes-ethyl acetate) to provide 2-benzyl-4-(4-chlorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (yield: 200 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307047B1
Source datasetuspto-grants-2001_10
ORD IDord-a7d1f49ed19445aa8742a6bdc1bec4ac
Source noteuspto-grants-2001_10