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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919307Generated: October 31, 2026

Methyl iodide → 5-Bromo-6-methoxy-2-methyl-3(2H)-pyridazinone

https://huagongshe.com/reaction/919307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-1,2-dihydro-1-methyl-3,6-pyridazinedioneHCID 90177042—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-6-methoxy-2-methyl-3(2H)-pyridazinoneHCID 8407593452.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution 4-bromo-1-methyl-1,2-dihydropyridazine-3,6-dione (216 mg, 1.05 mmol) in DMF (3.0 mL) was added K2CO3 (437 mg, 3.16 mmol), CH3I (299 mg, 2.11 mmol), the reaction mixture was stirred at 50° C. for 30 minutes. The mixture was cooled to ambient temperature, diluted with EtOAc (20 mL), washed with sodium bicarbonate (10 mL) and brine (10 mL), dried over MgSO4, filtered and concentrated. The residue was purified with silica gel column (Petroleum ether:ethyl acetate=4:1) to obtain product (120 mg, yield: 52.2%): LC/MS m/z=219.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273033B2
Source datasetuspto-grants-2016_03
ORD IDord-f5b12e1a39904faf9f0ec21ac6243eae
Source noteuspto-grants-2016_03