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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484515Generated: October 30, 2026

Sodium Carbonate → 3-Chloro-6-[4-[3-(4-methoxyphenoxy)propyl]-1-piperazinyl]pyridazine

https://huagongshe.com/reaction/484515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Chloro-6-(1-piperazinyl)pyridazineHCID 5294926—
Reactant1-(3-Chloropropoxy)-4-methoxybenzeneHCID 12685612—
SolventDimethylformamideHCID 6228—
Product3-Chloro-6-[4-[3-(4-methoxyphenoxy)propyl]-1-piperazinyl]pyridazineHCID 1498931067.5%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 5 parts of 1-(3-chloropropoxy)-4-methoxybenzene, 3.9 parts of 3-chloro-6-(1-piperazinyl)pyridazine 8.5 parts of sodium carbonate and 188 parts of N,N-dimethylformamide was stirred overnight at about 65° C. The reaction mixture was poured into ice water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (99:1 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 4.9 parts (67.5%) of 3-chloro-6-[4-[3-(4-methoxyphenoxy)propyl]-1-piperazinyl]pyridazine; mp. 122.9° C. (comp. 87).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05231184
Source datasetuspto-grants-1993_07
ORD IDord-5fc4a4ff672445afa633f2d475628bef
Source noteuspto-grants-1993_07