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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092873Generated: November 1, 2026

Water → 3-(4-Trifluoromethylphenyl)-2-propenyl(s)-4-{3-[4-nitro-2-(2-nitrophenylthio)imidazol-1-yl]-2-hydroxy-2-methylpropyl}piperazin-1-carboxylate

https://huagongshe.com/reaction/1092873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant3-(4-Trifluoromethylphenyl)-2-propenyl piperazine-1-carboxylateHCID 66589300—
Reactant(R)-1-(2-methyl-2-oxiranylmethyl)-4-nitro-2-(2-nitrophenylthio)imidazoleHCID 86604372—
SolventEthyl AcetateHCID 8857—
Product3-(4-Trifluoromethylphenyl)-2-propenyl(s)-4-{3-[4-nitro-2-(2-nitrophenylthio)imidazol-1-yl]-2-hydroxy-2-methylpropyl}piperazin-1-carboxylateHCID 8660437188.9%

Reaction Steps

N,N-Dimethylformamide (0.25 ml) solution of (R)-1-(2-methyl-2-oxiranylmethyl)-4-nitro-2-(2-nitrophenylthio)imidazole (50 mg) and 3-(4-trifluoromethylphenyl)-2-propenyl piperazin-1-carboxylate (51 mg) was stirred at 60° C. for 1 day. Water and ethyl acetate were added to the reaction mixture, the organic layer was taken by separation. The ethyl acetate layer was washed with water, an aqueous solution being saturated with sodium chloride, then dried over anhydrous sodium sulfate. The residue obtained by removal of the solvent by distillation was purified by use of a thin layer chromatography (eluent: dichloromethane/methanol=30/1), there was obtained 3-(4-trifluoromethylphenyl)-2-propenyl(S)-4-{3-[4-nitro-2-(2-nitrophenylthio)imidazol-1-yl]-2-hydroxy-2-methylpropyl}piperazin-1-carboxylate (86 mg, yield: 87%) as yellow amorphous product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129544B2
Source datasetuspto-grants-2012_03
ORD IDord-1d35d495d4fd432796efceddb5225724
Source noteuspto-grants-2012_03