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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660810Generated: November 1, 2026

5-[2-Benzyloxy-4-(hydroxypyridin-2-yl-methyl)-phenyl]1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one → 5-[2-Benzyloxy-4-(pyridine-2-carbonyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/660810

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[2-Benzyloxy-4-(hydroxypyridin-2-yl-methyl)-phenyl]1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-oneHCID 68842999—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
Product5-[2-Benzyloxy-4-(pyridine-2-carbonyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-oneHCID 68843120—

Reaction Steps

To a solution of 5-[2-benzyloxy-4-(hydroxypyridin-2-yl-methyl)-phenyl]1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (45 mg, 0.085 mmol) in acetic acid (2 mL) is added iron powder (24 mg, 0.43 mmol) and the mixture is refluxed for 2 h. The reaction is diluted with EtOAc and filtered. The solvent is removed under reduced pressure and the crude material is purified by flash chromatography using a gradient of 0-50% EtOAc/hexane to afford the title compound as a yellow oil: (M+H)+=524.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-d1f799d30ee7451786bc8d83af4c454b
Source noteuspto-grants-2011_12