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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 51219Erstellt: 24. Oktober 2026

Dichloromethane → 2-Hydroxyimino-5-methyl-5-phenyl-3-phenylaminothiazolidine-4-one

https://huagongshe.com/de/reaction/51219

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktHydroxyamine hydrochlorideHCID 443297—
EduktTriethyloxonium tetrafluoroborateHCID 2723982—
Edukt5-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-oneHCID 12056392—
LösungsmittelMethanolHCID 887—
LösungsmittelTriethylamineHCID 8471—
Produkt2-Hydroxyimino-5-methyl-5-phenyl-3-phenylaminothiazolidine-4-oneHCID 8658849770,2%

Reaktionsschritte

5-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one (0.3 g) was added to a 1M methylene chloride solution of triethyloxonium tetrafluoroborate (1 ml) at room temperature with stirring. After stirring the mixture for 24 hrs hydroxylamine hydrochloride (0.1 g) and triethylamine (0.3 g) in methanol (10 ml) were added at 0° C. The reaction mixture was again stirred for 2 hrs at room temperature followed by evaporation of the solvents under reduced pressure. The residue was added to ice water and then extracted with ethyl acetate. The ethyl acetate solution was dried over anhydrous ethyl acetate and the solvent was then evaporated under reduced pressure. The residue was purified by column chromatography (ethyl acetate-n-hexane, ½) to yield 2-hydroxyimino-5-methyl-5-phenyl-3-phenylaminothiazolidine-4-one (0.21 g) having a melting point of 62-63° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713629B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-bc5d0e561d0248559f5605bfeb83b1ff
Quellennotizuspto-grants-2004_03