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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660629Generated: October 31, 2026

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

https://huagongshe.com/reaction/660629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 2-acetamidoacrylateHCID 98644—
Reactant5-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68838643—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product(E)-2-Acetylamino-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic Acid Methyl EsterHCID 68838965—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (200 mg, 0.4 mmol), 2-acetylaminoacrylic acid methyl ester (16.6 mg, 0.54 mmol), triethylamine (0.75 mL, 5.4 mmol) and Pd(OAc)2 (15 mg) in MeCN (5 mL) in a pressure vessel is heated at 100° C. for 18 h. The mixture is filtered and the solvent is removed under reduced pressure to give the title compound which is used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-9e2d5315ee284fd3936a73ffcd87d93e
Source noteuspto-grants-2011_12