Synthesis 1989; 1989(8): 643-645
DOI: 10.1055/s-1989-27348
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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
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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.

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