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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419101Generated: November 2, 2026

Acetic Acid → 5-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]thiazolidine-2,4-dione hemihydrate

https://huagongshe.com/reaction/1419101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
Reactant5-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dioneHCID 86753980—
SolventWaterHCID 962—
Product5-[4-(1-Benzylbenzimidazol-5-ylmethoxy)benzyl]thiazolidine-2,4-dione hemihydrateHCID 88205058101.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 0.26 g of 5-[4-(1-benzylbenzimidazol-5-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 29), 3 ml of acetic acid and 1 ml of water was stirred for 3 hours at 50° C. in oil bath. At the end of this time, the reaction mixture was neutralized with sodium hydrogencarbonate and then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure, and the resulting residue was recrystallized from a mixture of ethanol and methanol, to give 116 mg of the title compound, melting at 185°-187° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05886014
Source datasetuspto-grants-1999_03
ORD IDord-5a1c3862049a44319306ebc66244c3d2
Source noteuspto-grants-1999_03