Reaktion #699503

Reaktionsgleichung

N-(2-Aminoethyl)-(2-nitroimidazol-1-yl)acetamide

2-oxo-1,4-dithiane

→

N-(2-[(2-mercaptoethylthio)acetylamino]ethyl)-(2-nitroimidazol -1-yl)acetamide

Ausbeute 37.5%

Lösungsmittel

methanol

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITThe mixture was left at room temperature
2. 2
   SonstigeThe bulk of the solvent was removed
3. 3
   Sonstigethe resulting material purified by reverse phase h.p.l.c

Vorschrift

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.

Quelle