Triethylamine → Ethyl-2-(5-oxo-2-thioxoimidazolidin-1-yl)acetate

HRID 446058

Reaktionsgleichung

Reaktionsgleichung von HRID 446058
Cl.[CH2:2]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH3:3].[N:9]([CH2:12][C:13](OCC)=[O:14])=[C:10]=[S:11].C(N(CC)CC)C>C(#N)C>[CH2:2]([O:4][C:5](=[O:8])[CH2:6][N:7]1[C:13](=[O:14])[CH2:12][NH:9][C:10]1=[S:11])[CH3:3]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 32202Acetic acid, 2-isothiocyanato-, ethyl esterHCID 2723640Glycine ethyl ester, hydrochloride

Produkt 1

HCID 43995697Ethyl-2-(5-oxo-2-thioxoimidazolidin-1-yl)acetateAusbeute 84,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Glycine ethyl ester hydrochloride (140 mg, 1 mmol) and ethyl isothiocyanatoacetate (145 mg, 1 mmol) were dissolved in acetonitrile (6 mL), triethylamine (0.6 mL) was added thereto, and the mixture was stirred at room temperature (25° C.) for 10 minutes. After the reaction was completed the solvent was removed by evaporation under reduced pressure, and the residue was subjected to silica gel column chromatography using ethyl acetate/hexane (1/1 (volume ratio)) as an eluent, to give ethyl-2-(5-oxo-2-thioxoimidazolidin-1-yl)acetate in a yield of 170 mg (yield 84.2%).

Aufarbeitung

  1. customwas removed by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-acbead43175c400b885ebd7f11f70b58
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476449B2

Verknüpfte Notizen

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