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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335398Generated: October 27, 2026

Toluene → 4-(2,6-Diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinone

https://huagongshe.com/reaction/335398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant4-(2,6-Diethyl-4-methylphenyl)-2,6-dimethyl-5-methylsulfonyl-2,3-dihydro-3-pyridazinoneHCID 56942717—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
Product4-(2,6-Diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinoneHCID 54683778—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a test tube (outside diameter: 21 mm φ×overall length: 160 mm), 4-(2,6-diethyl-4-methylphenyl)-2,6-dimethyl-5-methylsulfonyl-2,3-dihydropyridazin-3-one ((2-34)-(1)-39) (51.2 mg), toluene (0.47 ml), water (0.2 ml), tetra-n-butylammonium bromide (49.9 mg), and sodium hydroxide (54.3 m) were added under a nitrogen atmosphere at room temperature, and stirred at 120° C. for 4 hours. Then, the organic layer was removed. 3.5% by weight of hydrochloric acid (4 ml) was added to the mixture at room temperature, and extracted with tert-butyl methyl ether. Then, the organic layer was concentrated under reduced pressure to give 40.8 mg of 4-(2,6-diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-2,3-dihydro-3-pyridazinone ((1-4)-(1)-39).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08884010B2
Source datasetuspto-grants-2014_11
ORD IDord-4b3ce8c40dae4ebba1ddb2112d020878
Source noteuspto-grants-2014_11