HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-[[5-[(E)-N-hydroxy-C-(3-methylbutyl)carbonimidoyl]thiophen-2-yl]methyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-(2,4-Dimethoxy-benzyl)-5-(5-{1-[hydroxyimino]-4-methylpentyl}-thiophen-2-ylmethyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 86591040 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-[[5-[(E)-N-hydroxy-C-(3-methylbutyl)carbonimidoyl]thiophen-2-yl]methyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291635B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-fd060ad58079489f92069f131cddfbe0 |
| Source note | uspto-grants-2007_11 |