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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590782Generated: October 30, 2026

Potassium Carbonate → 6-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone

https://huagongshe.com/reaction/1590782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-3-BromopropylphthalimideHCID 21611—
Reactant6-(4-Hydroxyphenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-oneHCID 135542478—
SolventDimethylformamideHCID 6228—
Product6-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinoneHCID 15016338104%

Reaction Steps

A mixture of 500 mg (2.45 mmol) of 6-(4-hydroxyphenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (prepared by the method described in Eur. Pat. Appl. EP 178,189 A2), 373 mg (2.70 mmol) of powdered anhydrous K2CO3, and 790 mg (2.95 mmol) of N-(3-bromopropyl)phthalimide in 10 ml of DMF is heated at 100° C. for 2 hrs. The DMF is removed under vacuum, the residue is taken up in 125 ml of EtOAc and 100 ml of water, the organic phase washed once with 75 ml of water, dried (MgSO4), and the solvent removed to give 0.997 g of 6-[4-(3-phthalimidopropyloxy)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204463
Source datasetuspto-grants-1993_04
ORD IDord-8c9be1ae5020451a9165aa3fcf104cc6
Source noteuspto-grants-1993_04