Oxidative Kupplung CH‐acider Verbindungen mit p‐Phenylendiaminen. II [1]. Reaktivität 4‐substituierter 1‐Hydroxy‐2‐naphthanilide gegenüber N,N‐Diethyl‐chinon‐(1,4)‐diimin

Abstract

Oxidative Coupling of CH‐acid Compounds with p‐Phenylene Diamines. II. Reactivity of 4‐Substituted 1‐Hydroxy‐phenyl‐2‐naphthalene‐carboxamides with N,N‐Diethyl‐quinone‐(1,4)‐diamine Substitution products of 1‐hydroxy‐N‐3,5‐(dimethoxycarbonyl)‐phenyl‐2‐naphthalenecarboxamide 1–16 with halogene, ‐OR, ‐SR and ‐NRR′ substituents in position 4 were synthesized. A great part of these compounds react with N,N‐diethyl‐quinone‐(1,4)‐diimine by elimination of the substituent giving the same indophenol dye which is received by oxidative coupling of the unsubstituted compound. Evidence about the degree of side reactions is obtained by measurement of dye yields.

Dendrimers with inherently axially chiral units

“…14 Each enantiomer of acid 1 was treated with oxalyl chloride. The resulting chlorides were linked, using quinoline, 15 to 5-aminoisophthalic acid. Dicarboxylates (R)-2 and (S)-2 were obtained in yields of 82 and 81.5%, respectively, in one step.…”