Studies on Tertiary Amine Oxides. XXXI. Reactions of Aromatic N-Oxides with Antipyrine in the Presence of Acylating Agents.
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概要
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Antipyrine (I) was shown to react smoothly with quinoline 1-oxide (II), 4-chloroquinoline 1-oxide (VII) and isoquinoline 2-oxide (IX) in the presence of benzoyl chloride, producing 4-(2-quinolyl) antipyrine (III) (63.4%) together with 4-(4-quinolyl) antipyrine (IV) (16.4%), 4-(4-chloro-2-quinolyl) antipyrine (VIII) (88%) and 4-(1-isoquinolyl) antipyrine (X) (79%), respectively. Although tosyl chloride was not effective as an acylating agent for these reactions, methosulfate of II could enter into reaction with I to give III in 38.4% yield. Nucleophilic reactivity of I was considerably lower compared with that of cyclohexanone enamine, and no satisfactory result was obtained from similay treatment of pyridine 1-oxide.
- 公益社団法人日本薬学会の論文
- 1967-09-25
著者
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野田 浩司
産業医科大学薬剤部
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野田 浩司
Faculty of Pharmaceutical Sciences, Kyushu University
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浜名 政和
Faculty Of Pharmaceutical Sciences Kyushu University
関連論文
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