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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303788Generated: November 2, 2026

t-butyl N-{2-[4-(2,4-dioxothiazolidine-5-ylmethyl)phenoxyacetylamino]-5-(4-phenoxyphenoxy)phenyl}-N-methylcarbamate → 5-{4-[1-Methyl-6-(4-phenoxyphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione hydrochloride

https://huagongshe.com/reaction/2303788

Reaction equation

Participants

RoleNameHCIDCharge
Reactantt-butyl N-{2-[4-(2,4-dioxothiazolidine-5-ylmethyl)phenoxyacetylamino]-5-(4-phenoxyphenoxy)phenyl}-N-methylcarbamateHCID 18461372—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Product5-{4-[1-Methyl-6-(4-phenoxyphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione hydrochlorideHCID 86758436—

Reaction Steps

A mixture of t-butyl N-{2-[4-(2,4-dioxothiazolidine-5-ylmethyl)phenoxyacetylamino]-5-(4-phenoxyphenoxy)phenyl}-N-methylcarbamate (1.99 g) and 4N hydrogen chloride/dioxane (20 ml) was stirred at ambient temperature for 22 hours. The solvent of the reaction mixture was evaporated to dryness. To the residue was added ethyl acetate and insoluble product was collected by filtration and washed with ethyl acetate to give the title compound (1.57 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432993B1
Source datasetuspto-grants-2002_08
ORD IDord-be94cd0cc6084ee2b2723e1561ded072
Source noteuspto-grants-2002_08