YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
第三級アミンオキシドに関する研究 (第2報)
Quinoline 1-OxideとBenzoyl Chlorideとの反応
浜名 政和舟越 和久
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ジャーナル フリー

1960 年 80 巻 8 号 p. 1031-1035

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Treatment of qulnoline 1-oxide with benzoyl chloride and alkali at room temperature afforded, besides the rearrangement product, carbostyril, an intermediate (I), of m. p. 126-128°, C16H13O3N. (I) was extremely labile and easily decomposed into carbostyril and benzoic acid that it was not possible to make any conclusive proof of its structure, either chemically or physically. However, result of chemical reactions suggested that it might be 1-benzoyloxy-2 -hydroxy-1, 2-dihydroquinoline. Formation of (I) suggests that a steric factor is also important, besides polarization effect, in rearrangement reaction of N-oxides under such a mild condition.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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