Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583112Generated: October 25, 2026

1-Propanol → 4-Chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinone

https://huagongshe.com/reaction/583112

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
ReactantTriethylamineHCID 8471—
Reactant4,5-Dichloro-3-hydroxypyridazineHCID 73247—
Reactant3-(3-(4-Formylpiperazin-1-yl)-propoxy]-4-methoxybenzylamineHCID 19689424—
SolventWaterHCID 962—
Product4-Chloro-5-[3-{3-(4-formylpiperazin-1-yl)-propoxy}-4-methoxybenzylamino]-3(2H)-pyridazinoneHCID 1585918847%

Reaction Steps

A mixture comprising 11.58 g of 3-[3-(4-formylpiperazin-1-yl)-propoxy]-4-methoxybenzylamine, 5.0 g of 4,5-dichloro-3(2H)-pyridazinone, 4.6 g of triethylamine, 50 ml of n-propanol and 50 ml of water, was refluxed under heating with stirring for 14 hours. The solvent was distilled off under reduced pressure, and an aqueous potassium carbonate solution was added to the obtained residue, and the mixture was extracted with chloroform. The organic layer was washed with water and a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 6.21 g of the above-identified compound as slightly yellow white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929074
Source datasetuspto-grants-1999_07
ORD IDord-8659d09b1e8e48e6a06d73e5bce93b23
Source noteuspto-grants-1999_07