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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789348Generated: October 30, 2026

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

https://huagongshe.com/reaction/1789348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1-PhenylpiperazineHCID 7096—
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-2-{2-(2-chloroethyloxy)phenyl]thiazolidine-3-carboxamideHCID 13814329—
SolventDimethylformamideHCID 6228—
ProductN-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamideHCID 1376792758%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1.81 g of N-methyl-2-{2-(2-chloroethyloxy)phenyl]thiazolidine-3-carboxamide, 0.97 g of N-phenylpiperazine, 0.83 g of potassium carbonate, 0.90 g of sodium iodide and 25 ml of dimethylformamide is stirred at 90° C. for 18 hours. The mixture is concentrated under reduced pressure to remove solvent. Water is added to the residue, and the aqueous mixture is extracted with ethyl acetate. The extract is washed with water, dried and then concentrated under reduced pressure to remove solvent. The residue is crystallized with isopropyl ether, and the crystals are recrystallized from a mixture of ethyl acetate and n-hexane. 1.48 g of N-methyl-2-{2-[2-(4-phenylpiperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide are obtained. Yield: 57.8%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689327
Source datasetuspto-grants-1987_08
ORD IDord-f623d20928e343859a3d62540c8f1e03
Source noteuspto-grants-1987_08