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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508585Generated: October 29, 2026

Hydrochloric Acid → 4-(2-Ethylphenyl)-5-hydroxy-2-methyl-3(2H)-pyridazinone

https://huagongshe.com/reaction/508585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant4-(2-ethylphenyl)-5-methoxy-2-methyl-3(2H)-pyridazinoneHCID 57437317—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product4-(2-Ethylphenyl)-5-hydroxy-2-methyl-3(2H)-pyridazinoneHCID 5743731668.1%

Reaction Steps

After 50 mL of water, 4.657 g of potassium hydroxide (content, 85%) and 5 mL of 1,4-dioxane were added to 3.193 g of 4-(2-ethylphenyl)-5-methoxy-2-methyl-3(2H)-pyridazinone (Compound II-1), the mixture was stirred and heated under reflux for 36 hours. After cooling, concentrated hydrochloric acid was added to the reaction mixture to acidify, to which 10 ml of water and 100 ml of ethyl acetate were added. The resulting mixture was filtered to remove insoluble substances and the filtrate was separate to two phase. The organic layer was washed with water and then a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The solid obtained was washed with a mixed solvent of ethyl acetate and hexane (1:2) to yield 2.050 g of the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096533B2
Source datasetuspto-grants-2015_08
ORD IDord-27cb3ca9fea54b8cb81044ee2faa6151
Source noteuspto-grants-2015_08