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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344638Generated: October 30, 2026

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

https://huagongshe.com/reaction/344638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-3-BromopropylphthalimideHCID 21611—
Reactant6-(4-hydroxyphenyl)-methyl-4,5-dihydro-3(2H)-pyridazinoneHCID 136338230—
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)-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, died (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 numberUS05053338
Source datasetuspto-grants-1991_10
ORD IDord-8eede301b9d84d149ed6d042c0e5021e
Source noteuspto-grants-1991_10