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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263242Generated: October 27, 2026

Dimethyl Sulfoxide → 4-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(propionylamino)phenyl]piperazine-1-carboxamide

https://huagongshe.com/reaction/2263242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazineHCID 68775720—
Reactant2,2,2-Trichloroethyl [4-(propionylamino)phenyl]carbamateHCID 86625513—
SolventWaterHCID 962—
Product4-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(propionylamino)phenyl]piperazine-1-carboxamideHCID 6877965622.6%

Reaction Steps

A solution of 2,2,2-trichloroethyl [4-(propionylamino)phenyl]carbamate (200 mg, 0.589 mmol), 1-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine (145 mg, 0.589 mmol), diisopropylethylamine (0.206 ml, 1.18 mmol) and dimethyl sulfoxide (4 ml) was stirred at 70° C. for 24 hours, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 60.5 mg (22.6%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-315ae979aa334ec7bb55436f67eaf2a7
Source noteuspto-grants-2010_12