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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599339Generated: October 26, 2026

Sodium hydride → 2,4-Thiazolidinedione, 5-[[4-[2-(1,3-dioxolan-2-yl)ethoxy]phenyl]methyl]-

https://huagongshe.com/reaction/1599339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(2-Bromoethyl)-1,3-dioxolaneHCID 87776—
Reactant5-(4-Hydroxybenzyl)thiazolidine-2,4-dioneHCID 10198397—
SolventDimethylformamideHCID 6228—
Product2,4-Thiazolidinedione, 5-[[4-[2-(1,3-dioxolan-2-yl)ethoxy]phenyl]methyl]-HCID 10687364—

Reaction Steps

A procedure similar to that described in Preparation 46 was repeated, except that 15.0 g of 5-(4-hydroxybenzyl)thiazolidine-2,4-dione, 8.80 g of sodium hydride (as a 55% by weight dispersion in mineral oil), 17 ml of 2-(2-bromoethyl)-1,3-dioxolane and 80 ml of dimethylformamide were used, and that the product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 6.67 g of the title compound, melting at 102°-104° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739345
Source datasetuspto-grants-1998_04
ORD IDord-ce4d175c4cd44c199a2faff47faa2241
Source noteuspto-grants-1998_04