Reacción #699503

Ecuación de reacción

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

2-oxo-1,4-dithiane

→

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

Rendimiento 37.5%

Disolventes

methanol

acetone

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente