Anthraquinone and anthrone series
Tóm tắt
9-Aminobenzanthrone, which has been prepared earlier by a tedious synthesis, has now been prepared from 3-bromobenzanthrone by nitration to 3-bromo-9-nitrobenzanthrone, reduction of the nitro derivative to 3-bromo-9-aminobenzanthrone, and debromination of the latter compound by palladium and hydrazine. 3∶12-Diaminodibenzanthrone (VIII) was formed as a minor product in the debromination. While the angular orientation of the fused pyridine ring in benzanthronequinoline, a product obtained by the action of glycerine and sulphuric acid on 2-aminoanthraquinone, has been established, the relative positions of the benzene and pyridine rings has not been proved so far. The Skraup reaction on 9-aminobenzanthrone gave benzanthronequinoline, thus proving its constitution as (IV). Cyananthrene, a vat dye obtained by alkali fusion of benzanthronequinoline, is therefore constituted as (X), and not as (IX) as sometimes stated in the literature.
Tài liệu tham khảo
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See previous paper.
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