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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394450Generated: October 26, 2026

Hydrochloric Acid → 5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone

https://huagongshe.com/reaction/394450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-(Benzylamino)propanolHCID 78448—
Reactant3(2H)-Pyridazinone, 4,5-dichloro-2-methyl-HCID 120462—
SolventWaterHCID 962—
Product5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinoneHCID 1817646954%

Reaction Steps

A solution of 11.48 g (64,1 mmol) of 4,5-dichloro-2-methyl-3(2H)-pyridazinone and 31.84 g (193.0 mmol) of 3-(N-benzylamino)propanol in 250 ml of water is boiled for 25 hours while stirring. The mixture is cooled, its pH is set with concentrated hydrochloric acid to 3 and it is extracted with 2×400 ml of ethyl acetate. The organic phase is dried and evaporated, 10 ml of ethyl acetate are added to the evaporation residue, then it is left to stand overnight at −10° C. The precipitated crystals are filtered and washed with ethyl acetate and then with diethyl ether. In this way 10.60 g (54%) of the title compound are obtained with a melting point of 94-95° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602865B1
Source datasetuspto-grants-2003_08
ORD IDord-838347e9268b46adbbb3b2e4df592739
Source noteuspto-grants-2003_08