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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574171Generated: October 25, 2026

Methyl iodide → 6-Chloro-2-methyl-2,3-dihydropyridazin-3-one

https://huagongshe.com/reaction/574171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant6-Chloropyridazin-3-olHCID 252828—
SolventAcetonitrileHCID 6342—
Product6-Chloro-2-methyl-2,3-dihydropyridazin-3-oneHCID 2783607749.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 6-chloropyridazin-3(2H)-one (780 mg, 6 mmol) in CH3CN (40 mL) was added Cs2CO3 (3.9 g, 12 mmol) and CH3I (1 mL, 12 mmol) and the reaction mixture was stirred at 70° C. overnight. Solid was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/EA=3/1) to afford the title compound as orange oil (6.5 g, 75%). [LCMS: Rt=1.43 min, m/z 145.1 (M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034874B2
Source datasetuspto-grants-2015_05
ORD IDord-4cde32e579f84b50bd9c9ae9491f3fb4
Source noteuspto-grants-2015_05