Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227245Generated: October 30, 2026

Methanol → 3(2H)-Pyridazinone, 2-(2-hydroxyethyl)-6-phenyl-

https://huagongshe.com/reaction/2227245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-BromoethanolHCID 10898—
ReactantPotassium HydroxideHCID 14797—
Reactant3-Phenyl-6-pyridazoneHCID 75106—
Reactant6-Phenyl-3(2h)-pyridazinone potassium saltHCID 70163258—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product3(2H)-Pyridazinone, 2-(2-hydroxyethyl)-6-phenyl-HCID 21210087.9%

Reaction Steps

A mixture of 6-phenyl-3(2H)-pyridazinone potassium salt (10 mmol) (prepared from 6-phenyl-3(2H)-pyridazinone (1.72 g; 10 mmol) and KOH in methanol (0.56 g; 10 mmol), 2-bromoethanol (12 mmol), TBAB (1.19 g; 4 mmol) and atomised KOH (11 mmol) in toluene (60 mL) was stirred at room temperature for 6 hours. The reaction mixture was filtered, the filtrate was washed successively with 5% NaOH solution, 10% HCl solution and lastly water. The organic extracts were dried over anhydrous Na2SO4 and concentrated to dryness, and the obtained residue was purified by flash chromatography (CH22Cl2MeOH 98:2), yielding the title product (1.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413966B1
Source datasetuspto-grants-2002_07
ORD IDord-52c168bfac7f4e6f9a773981f24fae1b
Source noteuspto-grants-2002_07