1,4-Dithian-2-one → HCID 21224734, Verbindung

HRID 1584537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1584537
[NH2:1][CH2:2][CH2:3][NH:4][C:5](=[O:15])[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[N+:12]([O-:14])=[O:13].[O:16]=[C:17]1[CH2:22][S:21][CH2:20][CH2:19][S:18]1>CO.CC(C)=O>[SH:18][CH2:19][CH2:20][S:21][CH2:22][C:17]([NH:1][CH2:2][CH2:3][NH:4][C:5](=[O:15])[CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[N+:12]([O-:14])=[O:13])=[O:16]

Komponenten

5

Edukt 2

HCID 5427241,4-Dithian-2-oneHCID 19593917HCID 19593917, Verbindung

Produkt 1

HCID 21224734HCID 21224734, VerbindungAusbeute 37,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

N-(2-Aminoethyl)-(2-nitroimidazol-1-yl)acetamide (40 mg, 0.23 mmol) in methanol (0.5 cm3) was added to 2-oxo-1,4-dithiane (40 mg, 0.27 mmol) in acetone (0.2 cm3) under an atmosphere of dry nitrogen. The mixture was left at room temperature and monitored by n.m.r. spectroscopy until the reaction was complete. The bulk of the solvent was removed, and the resulting material purified by reverse phase h.p.l.c. using aqueous methanol as the eluant. The pure N-{2-[(2-mercaptoethylthio)acetylamino]ethyl}-(2-nitroimidazol-1-yl)acetamide (30 mg) was isolated as a pale yellow solid.

Aufarbeitung

  1. waitThe mixture was left at room temperature
  2. customThe bulk of the solvent was removed
  3. customthe resulting material purified by reverse phase h.p.l.c

Quellen und Nachweise

ORD-Eintrag
ord-bf984e4dbaa842449e4c033bcc94865f
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05932707

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