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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592006Generated: October 29, 2026

Trifluoroacetic acid → 5-[[5-[(E)-N-hydroxy-C-(3-methylbutyl)carbonimidoyl]thiophen-2-yl]methyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/1592006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-(2,4-Dimethoxy-benzyl)-5-(5-{1-[hydroxyimino]-4-methylpentyl}-thiophen-2-ylmethyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 86591040—
SolventDichloromethaneHCID 6344—
Product5-[[5-[(E)-N-hydroxy-C-(3-methylbutyl)carbonimidoyl]thiophen-2-yl]methyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 58997397—

Reaction Steps

The title E compound, 2-(2,4-dimethoxy-benzyl)-5-(5-{1-[-hydroxyimino]-4-methyl-pentyl}-thiophen-2-ylmethyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (40 mg, 0.08 mmol) is stirred in equal volumes of CH2Cl2 and TFA (4 mL) at RT for 3 h. The volatiles are evaporated and the residue is stirred in equal volumes of MeCN/water (5 mL) for 15 min. The mixture is filtered through a 0.2, Acrodisc and the solvents are evaporated to dryness. The residue is triturated from hexane/Et2O (4:1) to afford 5-(5-{1-[(E)-hydroxyimino]-4-methyl-pentyl}-thiophen-2-ylmethyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one as a light pink solid: [M+1]+=346.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291635B2
Source datasetuspto-grants-2007_11
ORD IDord-fd060ad58079489f92069f131cddfbe0
Source noteuspto-grants-2007_11