Reaction of Methyl 1-Oxido-2-pyridyl Ketone Oxime with Acetic Anhydride : Formation of a 3-Methylisoxazolo[4,5-b]pyridine Derivative(Organic,Chemical)
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概要
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The reactions of methyl 1-oxido-2-pyridyl ketone oxime, E-(I_ε) and Z-forms (I_z), with acetic anhydride were investigated to compare the reactivity of the N-oxide group with that of the oxime group in the same molecule. The reaction, of I_E with acetic anhydride at high temperature (>100℃) gave 3-methyl-3a-(3'-methyl-5'-isoxazolo[4,5-b]pyridinyl)-3aH-[l,2,5]oxadiazolo[2,3-a]pyridine (VI), along with 2-acetylpyridine (VII) and (E)-methyl 2-pyridyl ketone oxime (VIII), while I_Z afforded only the O-acetate (IV) of the oxime under the same reaction conditions. The structure of VI was elucidated mainly by spectroscopic means. A radical mechanism is proposed for the formation of VI.
- 公益社団法人日本薬学会の論文
- 1986-12-25
著者
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加藤 鉄三
Pharmaceutical Institute Tohoku University
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後藤 良宣
Faculty of Pharmaceutical Sciences, Fukuoka University
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本庄 紀子
Faculty of Pharmaceutical Sciences, Fukuoka University
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後藤 良宣
Faculty Of Pharmaceutical Sciences Fukuoka University
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田川 義展
Faculty of Pharmaceutical Sciences, Fukuoka University
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本庄 紀子
Faculty Of Pharmaceutical Sciences Fukuoka University
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田川 義展
Faculty Of Pharmaceutical Sciences Fukuoka University
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