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Studies on Heterocyclic Colouring Matters Part III: 7a,14a-diaza-7,7a,14,14a-tetrahydroquino[2,3-b]acridine-7,14-diones (5,7a,12,14a-tetraaza-7,7a,14,14a-tetrahydropentacene-7,14-diones)

✍ Scribed by Rodolf Altiparmakian

Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
556 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

2‐Aminopyridines react with diethyl 2,5‐dioxo‐cyclohexane‐1,4‐dicarboxylate (diethyl succinylsuccinate) to give 7a,14a‐diaza‐6,7,7a,13,14,14a‐hexahydroquino‐[2,3‐b] acridine‐7,14‐diones (5,7a,1,14a‐tetraaza‐6,7,7a,13,14,14a‐hexahydropentacene‐7,14‐diones), which are aromatized to the title compounds. Oxidation of these with a mixture of sulfuric and nitric acids results in the formation of their respective 6,13‐quinones, also obtained directly from 2‐aminopyridines and diethyl 2,5‐dichloro‐1,4‐benzoquinone‐3,6‐dicarboxylate. The chromophore of the title compounds is compared with that of quinacridones.

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