Über 2,5-Bisäthylenimino-hydrochinon, eine carcinostatisch wirksame Verbindung

✍ Scribed by A. Marxer

• Publisher: John Wiley and Sons
• Year: 1955
• Tongue: German
• Weight: 974 KB
• Volume: 38
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19550380620

✦ Synopsis

Abstract

In the synthesis of 2,5‐bis‐ethylenimino‐benzoquinone from benzoquinone and ethylenimine we isolated as the main product in addition to the desired quinone a white insoluble compound: the internal salt of 2,5‐bis‐ethylenimino‐hydroquinone. We believe this product to represent a new type of compound, since from the series of aminophenols no internal salt seems to have been described. Thus amongst other amines, trimethylenimine, pyrrolidine, dimethylamine give the expected aminoquinones; with piperidine alone bis‐piperidino‐hydroquinone is formed in considerable quantity, the latter not being an internal salt. Naphthoquinone reacting with ethylenimine gives a quinone derivative. With C, C‐dimethylethylenimine a disubstituted quinone has been isolated too, while C‐methylethylenimine, in analogy with ethylenimine itself, also forms an internal salt of a hydroquinone, namely 2,5‐bis‐(C‐methylethylenimino)‐hydroquinone.