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The synthesis of N‐aryl and N‐heteroaryl substituted 4‐hydroxy‐3‐quinolinecarboxamides 1 is described. The attack of dianions 12 of N‐aryl substituted acetamides on the C‐4 carbonyl of 4H‐3,1‐benzoxazin‐4‐ones 11 gave rise to ketoamides 13, which smoothly cyclised in the presence of bases to afford quinolinecarboxamides 1. By this method, a large number of 2‐substituted 4‐hydroxyquinolinecarboxamides can be prepared.

Aus den Anthranilsäuren (I) entstehen mit Anhydriden (II) oder Säurechloriden (III) die Benzoxazinone (IV), die mit den Acetamid‐Dianionen (V) zu (VI) gespalten und dann erneut zu den 4‐Hydroxwchinolin‐B‐carbonamiden (VII) cyclisiert werden.

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The Friedel-Crafts acetylation of 6-ethyl-2-methoxynaphthalene in nitrobenzene is shown to occur at position 1, proof being furnished by the identity of the naphthol prepared from the reaction product, with l,6-diethyl-2-naphthol obtained from 6-acetyl-l-ethyl-2-methoxynaphthalene. Some other reactions of 6-alkyl-2-naphthols (Japp-Maitland condensation with phenylhydrazines) and their ethers (formylation) have been investigated.