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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876867Generated: October 25, 2026

Chloroacetone → 6-Chloro-2-methyl-7-phenyl-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/876867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetoneHCID 6571—
Reactant6-Chloro-5-phenylpyridazin-3-amineHCID 56953654—
Reactant6-Chloro-4-phenylpyridazin-3-amineHCID 76848713—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-2-methyl-7-phenyl-imidazo[1,2-b]pyridazineHCID 86692116—

Reaction Steps

The mixture of 6-chloro-5-phenyl-pyridazin-3-yl-amine and 6-Chloro-4-phenyl-pyridazin-3-yl-amine (intermediate example Int-1-0, step 3, 65 g=316 mmol) in 65 mL tetrahydrofurane and 650 mL water was heated with 74.5 g (800 mmol) chloroacetone in analogy to the synthesis of the intermediate example Int-1-0, step 4, for 18 hours at reflux. After the usual work up and purification of the residue by chromatography (Biotage Isolera, Kronlab 8 cm, eluents: dichloromethane/methanol) and subsequent crystallization (methyl-tert.butylether/hexane) 11.69 g (30.4%) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987273B2
Source datasetuspto-grants-2015_03
ORD IDord-f31d3977efed4a85b61908caad28f507
Source noteuspto-grants-2015_03