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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366091Generated: October 30, 2026

Hydrochloric Acid → Methyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

https://huagongshe.com/reaction/1366091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acidHCID 66674132—
SolventMethanolHCID 887—
ProductMethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylateHCID 578862117%

Reaction Steps

A solution of 4-chloro-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acid (390 mg, 2.07 mmol) and conc. HCl (0.10 mL) in MeOH (6 mL) was refluxed for 8 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to give the crude material that was redissolved into EtOAc. The organic layer was washed with water, dried over MgSO4, filtered, and concentrated under reduced pressure to give the crude material that was purified by silica gel flash column chromatography (100% hexanes to 10 to 20 to 30 to 50% EtOAc in hexanes) to afford 72 mg (7%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893065B2
Source datasetuspto-grants-2011_02
ORD IDord-a66a2bcbec7d4bf382ec887238dca554
Source noteuspto-grants-2011_02