- 1,4-Benzoquinones: Improved Methods of Synthesis and New Diaziridinyl Analogues
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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 met
- Dzielendziak, Adam,Butler, John
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p. 643 - 645
(2007/10/02)
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- Method for producing 3,6-bis(carboethoxyamino)-2,5-diaziridinyl-1,4-benzoquinone
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A method is described of preparing a diaziridinyl diaminobenzoquinone-N, N'-dicarboxylate compound selected from dialkyl, di(arylalkyl), or diphenyl diaminobenzoquinone-N, N'-dicarboxylates, said method comprising: reacting a diaminohydroquinone of the formula: STR1 wherein X is selected from the group consisting of chlorine, fluorine, bromine, iodine or alkoxy groups with a molar excess of a pyrocarbonate di-substituted with alkyl groups, arylalkyl groups, or phenyl groups to produce a dialkyl, a di(arylalkyl), or a diphenyl diaminohydroquinone-N,N'-dicarboxylate; oxidizing said hydroquinone to the respective benzoquinone; reacting said benzonquinone with an aziridine having no substitution on the nitrogen and having substituents on the carbons selected from the group consisting of hydrogen and alkyl; and recovering the resultant diazirindinyl diaminobenzoquinone-N,N'-dicarboxylate.
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