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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239867Generated: October 31, 2026

Benzenesulfonamide → N-(6-Chloroimidazo[1,2-b]pyridazin-8-yl)benzenesulfonamide

https://huagongshe.com/reaction/2239867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonamideHCID 7370—
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant8-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 46835269—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
ProductN-(6-Chloroimidazo[1,2-b]pyridazin-8-yl)benzenesulfonamideHCID 8661174987.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a 16×100 mm tube was added benzenesulfonamide (58 mg, 0.37 mmol), tris(dibenzylideneacetone)dipalladium (0) (2 mg, 0.0022 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (4 mg 0.0077 mmol) and cesium carbonate (240 mg, 1.25 mmol). The tube was evacuated and back filled with nitrogen. 8-Bromo-6-chloroimidazo[1,2-b]pyridazine (120 mg, 0.447 mmol) from Example I(1), step 1b and 1,4-dioxane (1.0 ml) was then added. The mixture was allowed to heat at 100° C. for 16 hours. The solution was then diluted with dichloromethane, filtered and concentrated in vacuo to afford crude N-(6-chloroimidazo[1,2-b]pyridazin-8-yl)benzenesulfonamide 100 mg (73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723336B2
Source datasetuspto-grants-2010_05
ORD IDord-abdb69066124458fa92fc4d741ac3cf4
Source noteuspto-grants-2010_05