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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465944Generated: October 25, 2026

3-Chloropropane-1-sulfonamide → 3-Chloro-6[(3-sulfamoylpropyl)thio]imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/465944

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloropropane-1-sulfonamideHCID 13614818—
Reactant3,6-Dichloroimidazo[1,2-b]pyridazineHCID 15271014—
ReactantSodium methanolate methanolHCID 23694274—
ReactantPotassium hydrogensulfide ethanolHCID 86746192—
SolventMethanolHCID 887—
Product3-Chloro-6[(3-sulfamoylpropyl)thio]imidazo[1,2-b]pyridazineHCID 10447903—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1.57 g of 3-chloro-1-propanesulfonamide in 20 ml of methanol was added 20ml of 2N-potassium hydrogensulfide-ethanol solution, followed by heating at 70° C. for 50 minutes. Then, 1.48 g of 28% sodium methoxide-methanol solution and 1.32g of 3,6-dichloroimidazo[1,2-b]pyridazine were added to the reaction mixture and refluxed at 100° C. for 3 hours. The mixture was concentrated under reduced pressure, and to the residue was added 20 ml of water, which was adjusted to pH 7.0 with 1N-hydrochloric acid. The precipitated crystals were collected by filtration and recrystallized from methanol and ethyl ether to obtain 1.12 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05155108
Source datasetuspto-grants-1992_10
ORD IDord-5d531bf8726249378baa5fe29c51d349
Source noteuspto-grants-1992_10