반응 #1671719

ord-bf984e4dbaa842449e4c033bcc94865f

반응 방정식

NCCNC(=O)Cn1ccnc1[N+](=O)[O-]
N-(2-Aminoethyl)-(2-nitroimidazol-1-yl)acetamide
O=C1CSCCS1
2-oxo-1,4-dithiane
O=C(CSCCS)NCCNC(=O)Cn1ccnc1[N+](=O)[O-]
N-{2-[(2-mercaptoethylthio)acetylamino]ethyl}-(2-nitroimidazol-1-yl)acetamide
수율 37.5%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05932707uspto-grants-1999_08