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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466550Generated: October 29, 2026

Imidazole → 3-Chloro-6-(1H-imidazol-1-yl)pyridazine

https://huagongshe.com/reaction/466550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSodium hydrideHCID 24758—
Reactant3,6-DichloropyridazineHCID 67331—
SolventDimethylformamideHCID 6228—
Product3-Chloro-6-(1H-imidazol-1-yl)pyridazineHCID 2770903—

Reaction Steps

A mixture of 47.6 parts of 1H-imidazole, 33.6 parts of sodium hydride dispersion 50% and 750 parts of N,N-dimethylformamide was stirred at room temperature for 15 minutes. The resulting solution was added to 106 parts of 3,6-dichloropyridazine in 750 parts of N,N-dimethylformamide and the whole was further stirred for 2 days at room temperature. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was crystalized from methanol. The product was filtered off, washed with petroleumether and dried, yielding 48.5 parts of 3-chloro-6-(1H-imidazol-1-yl)pyridazine; mp. 182.9° C. (compound 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05157035
Source datasetuspto-grants-1992_10
ORD IDord-dd034327fcca4d8393b7947d001d140c
Source noteuspto-grants-1992_10