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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583788Generated: October 31, 2026

Thiazolidinedione → HCID 22342547, compound

https://huagongshe.com/reaction/583788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantMethyl iodideHCID 6328—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantLithium diisopropylamideHCID 2724682—
ProductHCID 22342547HCID 22342547—

Reaction Steps

To a stirred solution of 2,4-thiazolidindione (0.01 mol) in a solvent such as THF is added from 2 to 4 mol equivalents of a non-nucleophilic base such as sodium hydride or LDA, followed by methyl iodide, and the mixture is stirred. Reaction progress may be followed by TLC or HPLC. When a sufficient amount of the desired product is formed, the mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over sodium sulfate, and rotary evaporated to give 2,4-dimethoxythiazole, which may be purified, if needed or desired, by chromatography on silica gel or crystallization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924276B2
Source datasetuspto-grants-2005_08
ORD IDord-9dc56365222c4a989f4260db0127b25d
Source noteuspto-grants-2005_08