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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620493Generated: November 4, 2026

Allylamine → HCID 178456915, compound

https://huagongshe.com/reaction/1620493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllylamineHCID 7853—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Sulfanylidene-1,3-thiazolidin-2-oneHCID 1539595—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde tosylateHCID 86678684—
SolventEthanolHCID 702—
ProductHCID 178456915HCID 17845691544.2%

Reaction Steps

To a solution of 4-thioxo-1,3-thiazolidin-2-one (60 mg) in ethanol (2 mL) was added prop-2-en-1-amine (26 mg) at room temperature. The reaction mixture was stirred at room temperature for 2 hr. 1-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde tosylate (230 mg) and potassium tert-butoxide (101 mg) were added to the reaction mixture at room temperature, and the mixture was stirred at 80° C. for 3 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (95 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-5a519cf2e9ee42e0af5572da4f41a196
Source noteuspto-grants-2014_07