Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194413Generated: October 29, 2026

2-Methylimidazole → 4-chloro-2-methyl-5-(2-methyl-imidazol-1-yl)-2H-pyridazin-3-one

https://huagongshe.com/reaction/2194413

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylimidazoleHCID 12749—
Reactant3(2H)-Pyridazinone, 4,5-dichloro-2-methyl-HCID 120462—
Solvent1,4-DioxaneHCID 31275—
Product4-chloro-2-methyl-5-(2-methyl-imidazol-1-yl)-2H-pyridazin-3-oneHCID 6686493327.3%

Reaction Steps

A solution of 10.0 g (54.2 mmol) of 4,5-Dichloro-2-methyl-2H-pyridazin-3-one (CAS: [933-76-6]) and 8.90 g (108.4 mmol) of 2-methylimidazole in 50 ml of dioxane was stirred for 16 h at 100° C. The solution was concentrated in vaccuo and the residue was purified by flash chromatography over silicagel using a 95:5 mixture of methylene chloride and methanol as eluant to yield 3.33 g (14.82 mmol, 27%) of the title compound as a white crystalline solid, MS: m/e=225.1, 227.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334287B2
Source datasetuspto-grants-2012_12
ORD IDord-3d5073b0700e45c4bb21f79808064ccb
Source noteuspto-grants-2012_12