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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037752Generated: October 30, 2026

Water → 6-Chloro-2-methyl-2,3-dihydropyridazin-3-one

https://huagongshe.com/reaction/2037752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Chloropyridazin-3-olHCID 252828—
SolventDimethylformamideHCID 6228—
Product6-Chloro-2-methyl-2,3-dihydropyridazin-3-oneHCID 278360791%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 6-chloropyridazin-3(2H)-one (600 mg, 4.23 mmol) were added potassium carbonate (1.2 g, 8.46 mmol) and methyl iodide (1.2 g, 8.46 mmol) in DMF (3 mL). The resulting mixture was stirred at 25° C. for 4 h. After the reaction, water was added to the reaction solution, followed by extraction with EtOAc. The organic layer was washed with water and brine, dried over sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure to give the residue which was purified by column chromatography to give 6-chloro-2-methylpyridazin-3(2H)-one (550 mg, 91%). 1H NMR (CDCl3): 3.76 (s, 3H), 6.92 (d, 1H), 7.19 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575156B2
Source datasetuspto-grants-2013_11
ORD IDord-e2bc67ab25104e6d92db74afe24946fe
Source noteuspto-grants-2013_11