Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486931Generated: October 30, 2026

Ethyl Acetate → 2-[{2-(1,3-Benzodioxol-5-yl)ethyl}dithio]ethyl nicotinate

https://huagongshe.com/reaction/486931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-(Chloromethyl)pyridine hydrochlorideHCID 23394—
ReactantSodium BicarbonateHCID 516892—
Reactant2-[{2-(1,3-Benzodioxol-5-yl)ethyl}dithio]ethanolHCID 19001623—
SolventBenzeneHCID 241—
SolventPyridineHCID 1049—
Product2-[{2-(1,3-Benzodioxol-5-yl)ethyl}dithio]ethyl nicotinateHCID 19001656—

Reaction Steps

4 g of the 2-[{2-(1,3-benzodioxol-5-yl)ethyl}dithio]ethanol prepared in Example 1 was dissolved in a mixture comprising 20 ml of pyridine and 50 ml of benzene to obtain a solution. 4 g of nicotinyl chloride hydrochloride was added to the solution. The obtained mixture was heated under reflux for 2 hours and poured into ice/water. The obtained mixture was weekly basified with sodium hydrogencarbonate. Ethyl acetate was added to the mixture to carry out the phase separation. The ethyl acetate layer was washed with water five times, dried over anhydrous sodium sulfate and distilled to remove the solvent. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3:1) to obtain 5.4 g of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292901
Source datasetuspto-grants-1994_03
ORD IDord-da67030f62a24ca6ae691009617a5afd
Source noteuspto-grants-1994_03