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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789347Generated: October 30, 2026

Sodium Iodide → N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide

https://huagongshe.com/reaction/1789347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Chloroethyl)-4-phenylpiperazineHCID 4741878—
Reactant2-(2-Hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamideHCID 13749608—
SolventDimethylformamideHCID 6228—
ProductN-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamideHCID 1376792744.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2.38 g of N-methyl-2-(2-hydroxyphenyl)thiazolidine-3-carboxamide, 1.38 g of potassium carbonate, 0.7 g of sodium iodide, 3.36 g of 1-(2-chloroethyl)-4-phenylpiperazine and 25 ml of dimethylformamide is stirred at 90° C. for 24 hours. The mixture is concentrated under reduced pressure to remove dimethylformamide. Water is added to the residue, and the aqueous mixture is extacted with ethyl acetate. The extract is washed with dilute sodium hydroxide solution and water, successively. The ethyl acetate solution is dried and then concentrated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography (sovent, benzene:ethyl acetate-1:5). 1.89 g of N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689327
Source datasetuspto-grants-1987_08
ORD IDord-99a2331c88664704a50a163db33a54cd
Source noteuspto-grants-1987_08