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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1387288Generated: October 31, 2026

Ethyl Acetate → HCID 21706520, compound

https://huagongshe.com/reaction/1387288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant2,3-dihydro-5-methyl-3-oxo-4-PyridazinecarbonitrileHCID 12376257—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 21706520HCID 2170652046.4%

Reaction Steps

A mixture of 4-cyano-5-methyl-3-pyridazinone (P. Schmidt and J. Druey, Helvetica Chemica Acta, 37, 1467 (1954)) (0.93 g, 6.9 mmol) and NaH (50% in oil, 0.344 g, 8.6 mmol) in DMF (15 ml,) was stirred at rt for 1 hour. 4-Methoxybenzyl chloride (1.34 g, 8.6 mmol) was added, and the mixture was stirred for 16 hours. The mixture was diluted with water, and extracted with ethyl acetate. The organic phase was washed with water, dried, filtered and evaporated. Trituration of the residue with ethyl acetate gave 4-cyano-2-(4-methoxybenzyl)-5-methyl-3-pyridazinone (0.83 g, 3.2 mmol, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06268365B1
Source datasetuspto-grants-2001_07
ORD IDord-234631745b1b401287e106a59fa33cec
Source noteuspto-grants-2001_07