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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335443Generated: October 27, 2026

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

https://huagongshe.com/reaction/335443

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—
CatalystBenzyltrimethylammonium chlorideHCID 5963—
SolventWaterHCID 962—
Product4-(2,6-Diethyl-4-methylphenyl)-5-hydroxy-2,6-dimethyl-3(2H)-pyridazinoneHCID 5468377888.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a 100 mL volume four-necked flask, 4-(2,6-diethyl-4-methylphenyl)-2,6-dimethyl-5-methylsulfonyl-2,3-dihydropyridazin-3-one ((2-34)-(1)-39) (6.57 g), toluene (16.7 g), benzyltrimethylammonium chloride (0.16 g), and sodium hydroxide (2.86 g) were added under a nitrogen atmosphere, and stirred at 120° C. for 38 hours. Then, water (24.2 g) was added at room temperature. The organic layer was removed, and the aqueous layer was mixed with 3.5 w/w % of hydrochloric acid (20 g) at the same temperature, and filtered. The residue was washed with water (12 g) and dried to give 4.8 g 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-616332c4fa6e4c0ca90aed1b7d0d493e
Source noteuspto-grants-2014_11