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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263238Generated: October 31, 2026

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

https://huagongshe.com/reaction/2263238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 2777760—
Reactant2,2,2-Trichloroethyl [4-(propionylamino)phenyl]carbamateHCID 86625513—
SolventWaterHCID 962—
Product4-(3-Phenyl-1,2,4-thiadiazol-5-yl)-N-[4-(propionylamino)phenyl]piperazine-1-carboxamideHCID 6878008029.6%

Reaction Steps

A solution of 2,2,2-trichloroethyl [4-(propionylamino)phenyl]carbamate (200 mg, 0.589 mmol), 1-(3-phenyl-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 76.0 mg (29.6%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-404e25055ec8473da0b48f9592f6c140
Source noteuspto-grants-2010_12