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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370039Generated: October 29, 2026

6-Amino-3-chloropyridazine → Imidazo(1,2-b)pyridazine, 6-chloro-

https://huagongshe.com/reaction/2370039

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
ReactantAcetaldehyde, bromo-HCID 105131—
Solvent1-ButanolHCID 263—
ProductImidazo(1,2-b)pyridazine, 6-chloro-HCID 13882840%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Amino-6-chloro pyridazine (1.5 g, 0.0116 mol) was dissolved in n-butanol (12 ml), cooled to 0° C. and bromoacetaldehyde (2.8 g, 0.023 mol) was added. The reaction was refluxed for 20 hrs and n-butanol was removed under reduced pressure. To the reaction mixture, water was added and extracted with EtOAc (5×20 ml). The combined organic layers were dried (Na2SO4), concentrated under reduced pressure and the residue was purified by column chromatography (EtOAc/hexane) to give 6-Chloro-imidazo[1,2-b]pyridazine (4) (690 mg, yield=40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710057B2
Source datasetuspto-grants-2014_04
ORD IDord-94f0f63d1c02421d855dc7da636aaaf0
Source noteuspto-grants-2014_04