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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263307Generated: October 30, 2026

Water → 4-[4-(3-Chlorophenyl)-1,3-thiazol-2-yl]-N-(3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamide

https://huagongshe.com/reaction/2263307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4-(3-Chlorophenyl)-1,3-thiazol-2-yl]piperazineHCID 61780520—
Reactant2,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamateHCID 86245257—
SolventDimethyl SulfoxideHCID 679—
Product4-[4-(3-Chlorophenyl)-1,3-thiazol-2-yl]-N-(3,4-dimethylisoxazol-5-yl)piperazine-1-carboxamideHCID 1150994941.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (226 mg, 0.786 mmol), 1-[4-(3-chlorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.715 mmol) and diisopropylethylamine (0.249 ml, 1.43 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 15 hours. Water was poured to the reaction mixture, 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. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1), and recrystallized from a mixed solvent of hexane and ethyl acetate to give 124 mg (41.4%) of the desired product as a solid. mp 201-202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-52cd1eb15dbc4d5b87078b7498c1fbb3
Source noteuspto-grants-2010_12