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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007285Generated: October 28, 2026

Hydrochloric Acid → 5-[4-(4-(2-Amino-2-methoxycarbonylethyl) phenoxy)benzilidene]thiazolidin-2,4-dione

https://huagongshe.com/reaction/1007285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-[4-(4-(2-t-Butoxycarbonylamino-2-methoxycarbonylethyl)phenoxy)benzilidene]thiazolidin-2,4-dioneHCID 76573110—
SolventDichloromethaneHCID 6344—
Product5-[4-(4-(2-Amino-2-methoxycarbonylethyl) phenoxy)benzilidene]thiazolidin-2,4-dioneHCID 7303878997.5%

Reaction Steps

A solution of 5-[4-(4-(2-t-butoxycarbonylamino-2-methoxycarbonylethyl)phenoxy)benzilidene]thiazolidin-2,4-dione (2 g, 4.0 mmol) in DCM (100 ml) at 0° C. was bubbled with HCl gas. After stirring for 1 hour, the yellow precipitate was filtered and 1.7 g (3.9 mmol) of HCl-Tyr (C6H4-CH=TDZ)-OMe was collected with 97.5% yield, mp: 187-190° C. The HPLC purity of product was 94.5%. Compound 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794401B2
Source datasetuspto-grants-2004_09
ORD IDord-d280a7da900c482799724dc524e3468a
Source noteuspto-grants-2004_09