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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660630Generated: October 30, 2026

Sodium Hydroxide → (E)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic Acid

https://huagongshe.com/reaction/660630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(E)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic Acid Methyl EsterHCID 68838965—
Product(E)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic AcidHCID 68840076—

Reaction Steps

To a solution of (E)-2-acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic acid methyl ester is added 3 equivalents of NaOH (3N solution). After 4 h, three additional equivalents of NaOH is added and stirring is continued for 18 h. The solvent is removed under reduced pressure and the residue acidified with 1N HCl and the mixture is extracted with EtOAc. The organic phase is washed with water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure to give the title compound. This is used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-79c526d3df8146e3b9a50674774fa1c2
Source noteuspto-grants-2011_12