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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377268Generated: October 26, 2026

Dicyclohexylcarbodiimide → S-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioate

https://huagongshe.com/reaction/377268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-NitrobenzenethiolHCID 15809—
Reactant3-(4-Piperidinopiperidinocarbonyl)propionic acidHCID 19358571—
SolventDichloromethaneHCID 6344—
ProductS-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioateHCID 1935856250%

Reaction Conditions

Temperature4 °C

Reaction Steps

3-(4-Piperidinopiperidinocarbonyl)propionic acid (0.26 g, 0.97 mmol) and DCC (0.25 g, 1.2 mmol) were dissolved in methylene chloride, followed by the addition of 4-nitrothiophenol (0.23 g, 1.2 mmol). The resulting mixture was stirred for 16 hours at 4° C. and then overnight at room temperature. The reaction mixture was filtered. After the filtrate was concentrated, the residue was purified by chromatography on a silica gel column (chloroform-acetone mixed solvent [10:1→5:1], whereby S-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioate (196 mg, 50%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06025385
Source datasetuspto-grants-2000_02
ORD IDord-5ce64b2a2e1e4319b7bcae2833b588f1
Source noteuspto-grants-2000_02