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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964706Generated: October 25, 2026

Water → 3-Chloro-6-(methylthio)pyridazine

https://huagongshe.com/reaction/1964706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178527720HCID 178527720—
SolventMethanolHCID 887—
Product3-Chloro-6-(methylthio)pyridazineHCID 25247594%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-Chloropyridazine-3-thiol (500 mg, 3.41 mmol) synthesized in Example (118a) was dissolved in methanol (20 mL), and sodium methoxide (203 mg, 3.75 mmol) and iodomethane (234 mL, 3.75 mmol) were added, followed by stirring at 60° C. for 30 minutes under nitrogen atmosphere. The reaction solution was cooled to room temperature, water (50 mL) was added, and extraction was carried out twice with ethyl acetate (50 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-50%) to afford the desired compound (515 mg, yield 94%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-ab0b31db1c544fd492537093ee843361
Source noteuspto-grants-2013_04