Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194417Generated: October 25, 2026

Triethylamine → 5-Methoxy-2-methyl-3(2H)-pyridazinone

https://huagongshe.com/reaction/2194417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-5-methoxy-2-methyl-2,3-dihydropyridazin-3-oneHCID 2774938—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-Methoxy-2-methyl-3(2H)-pyridazinoneHCID 1074925989.1%

Reaction Steps

A solution of 3.90 g (22.34 mmol) of 4-chloro-5-methoxy-2-methyl-2H-pyridazin-3-one and 3.74 ml (2.71 g, 26.8 mmol) of triethylamine in 60 ml of ethanol was hydrogenated at atmospheric pressure over 950 mg (0.894 mmol) of 10% palladium on charcoal for 20 h at 55° C. The suspension was filtered hot and the catalyst was washed three times with 10 ml of ethanol. The filtrate was concentrated in vaccuo, and the residue was taken up in 70 ml of methylene chloride, which was washed four times with 20 ml of water, dried over magnesium sulfate and concentrated to yield 2.79 g (19.9 mmol, 89%) of the title compound as a crystalline white solid, MS: 141.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334287B2
Source datasetuspto-grants-2012_12
ORD IDord-9d99dd7745044e75b281ceaaa467c6d7
Source noteuspto-grants-2012_12