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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34911Generated: October 30, 2026

4-Methoxybenzenesulfonyl chloride → 3-(4-Methoxybenzenesulfonyl)-4-oxothiazolidine

https://huagongshe.com/reaction/34911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzenesulfonyl chlorideHCID 7401—
ReactantSodium hydrideHCID 24758—
Reactant4-ThiazolidinoneHCID 637591—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Methoxybenzenesulfonyl)-4-oxothiazolidineHCID 1385400641.5%

Reaction Steps

Sodium hydride (60% dispersion in mineral oil) (0.58 g) was added portionwise to a solution of 4-oxothiazolidine (1.50 g) and 4-methoxybenzenesulfonyl chloride (3.01 g) in tetrahydrofuran (30 ml) at 0° C. with stirring and the mixture was stirred for 1 hour at the same temperature. After the solvent was evaporated in vacuo, the residue was mixed with ethyl acetate (10 ml) and water (50 ml) and the resultant precipitate was collected by filtration. The cake was washed with water and diisopropyl ether and recrystallized from a mixture of ethanol and ethyl acetate to give 3-(4-methoxybenzenesulfonyl)-4-oxothiazolidine (1.65 g) as slightly brown prisms.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04764514
Source datasetuspto-grants-1988_08
ORD IDord-8b82961fc33c472597258e60e2e37873
Source noteuspto-grants-1988_08