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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263152Generated: October 29, 2026

Water → N-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide

https://huagongshe.com/reaction/2263152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 2777760—
Reactant2,2,2-Trichloroethyl (6-chloroimidazo[1,2-b]pyridazin-2-yl)carbamateHCID 86625502—
SolventDimethyl SulfoxideHCID 679—
ProductN-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamideHCID 8662550346.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl (6-chloroimidazo[1,2-b]pyridazin-2-yl)carbamate (700 mg, 2.04 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (456 mg, 1.85 mmol) and diisopropylethylamine (0.355 ml, 2.04 mmol) in dimethylsulfoxide (6.2 ml) was stirred at 70° C. for 1 day. Water was poured into the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and a solid was separated by filtration, which was recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 380 mg (42.3%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-f05635d9559b4c6bbeaa95bba1176a69
Source noteuspto-grants-2010_12