体液中のアルコール定量法(第2報)5-および7-Methylthio-8-hydroxyquinoline誘導体の合成ならびにそれらのバナジウム(V)錯塩のアルコール検出試薬への応用

概要

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For the purpose of examining the color reaction of alcohol with vanadium (V) complex of oxine analog, 5- or 7-methylthio-8-hydroxyquinoline derivatives (XIX to XXII) were synthesized by the Skraup method from methylthioacetylaminoaryl acetates (XIV, XVI-XVIII). The acetates (XIV, XVI-XVIII) were easily prepared in two steps (as shown in Chart 1) from nitrohydroxyaryldimethylsulfonium perchlorate (V-VIII) synthesized by nitration of hydroxyaryldimethylsulfonium perchlorate (I-IV) in perchloric acid. The addition of a slight excess of ethanol changed the toluene solutions of vanadium complexes of the novel compounds (XIX-XXII) from greenish black to brownish red. The absorption spectrum of the brownish red solution derived from XXI had a maximum (shoulder) at 485 nm, which was close to that obtained by the addition of ethanol to vanadium (V) complex of 5,7-diiodo-8-hydroxyquinoline (Fig.2). In this color reaction, the hyperchromic effect of methylthio group in the quinoline ring of oxine is comparable to that of iodine group.
公益社団法人日本薬学会の論文
1972-07-25