Synthesis 1989; 1989(8): 643-645
DOI: 10.1055/s-1989-27348
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

1,4-Benzoquinones: Improved Methods of Synthesis and New Diaziridinyl Analogues

Adam Dzielendziak* , John Butler
  • *Department of Biophysical Chemistry, Paterson Institute for Cancer Research, Christie Hospital and Holt Radium Institute, Manchester M20 9BX, England
Further Information

Publication History

Publication Date:
17 September 2002 (online)

Two methods are given for the synthesis of 2,5-dichloro-3,6- bis(alkoxycarbonylamino)-1,4-benzoquinones 4, which can be subsequently reacted with aziridine to produce novel 2,5-di(1-aziridinyl)-3,6- bis(alkoxycarbonylamino)-1,4-benzoquinones 5. The first method relies on the reaction of the corresponding alkyl carbonochloridate with 2,5- dichloro-3,6-diamino-p-hydroquinone. The second method involves the transesterification of 2,5-dichloro-3,6-bis(methoxycarbonylamino)-1,4-benzoquinone.