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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507166Generated: October 27, 2026

Water → 6-(3,5-difluorophenyl)-2-[3-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)benzyl]-2H-pyridazin-3-one

https://huagongshe.com/reaction/1507166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrichloromethylformateHCID 13647314—
Reactant3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]benzohydrazideHCID 59534497—
Solvent1,4-DioxaneHCID 31275—
Product6-(3,5-difluorophenyl)-2-[3-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)benzyl]-2H-pyridazin-3-oneHCID 24830281—

Reaction Steps

7.2 A solution of 131 mg (0.65 mmol) of trichloromethyl formate in 3 ml of dioxane is added to a suspension of 178 mg (0.50 mmol) of 3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]benzohydrazide in 1 ml of dioxane, and the mixture is heated at the boil for 4 hours. The reaction mixture is allowed to cool, and water is added. The resultant precipitate is filtered off with suction, washed with water and dried. The residue is chromatographed on a silica gel column with dichloromethane/methanol, giving 6-(3,5-difluorophenyl)-2-[3-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)benzyl]-2H-pyridazin-3-one (“A15”) as colourless crystals; ESI 383;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221806B2
Source datasetuspto-grants-2015_12
ORD IDord-5e370fbc0c3247699ee572d23e202795
Source noteuspto-grants-2015_12