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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590786Generated: October 30, 2026

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

https://huagongshe.com/reaction/1590786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-bromobutyrateHCID 76300—
Reactant6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinoneHCID 135827540—
SolventDimethylformamideHCID 6228—
Product6-[4-[3-carboethoxy-propyloxy]phenyl]-4,5-dihydro-3(2H)-pyridazinoneHCID 1561237280.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2.00 g (10.5 mmol) of 6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone, prepared as described in Example 13, 1.60 g (11.6 mmol) of anhydrous K2CO3 and 2.30 g (11.8 mmol) of ethyl 4-bromobutyrate in 40 ml of DMF is heated at 100° C. for 2 hrs under N2. The DMF is removed under vacuum and the residue taken up in 150 ml of EtOAc and 75 ml of water. The organic phase is washed with 5% aqueous NaOH, then with saturated NaCl, dried (MgSO4), and the solvent removed to leave 2.58 g of 6-[4-[3-carboethoxy-propyloxy]phenyl}-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 81%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204463
Source datasetuspto-grants-1993_04
ORD IDord-49ede973b3fa4b12a9a5e7d3024aba45
Source noteuspto-grants-1993_04