Studies on 4-Hydroxyaminoquinoline 1-Oxide and Its Related Compounds. Synthesis of 3-Chloro-and 3-Bromo-4-aminoquinoline 1-Oxide and Presentation of Chemical Evidence for a New Type of Aromatic Rearrangement of N, O-Diarylhydroxylamines

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概要

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• The present paper deals with thermolyses of 4-hydroxyaminoquinoline 1-oxide (4HAQO) in acidic media and a new type of rearrangement of N, O-diarylhydroxylamine derived from 4HAQO and 4-hydroxyaminoquinoline. Thermolyses of 4-hydroxyaminoquinoline or-pyridine derivatives in hydrochloric or hydrobromic acid gave corresponding 3-halo-4-amino derivatives in relatively high yield. It was also found that N, O-di(4-quinolyl) hydroxylamine and N-(4-quinolyl)-O-(2,4-dinitrophenyl) hydroxylamine were rearranged to a corresponding diaryl derivative, 3,3'-(4-amino-4'-hydroxy) biquinoline and 3-(2'-hydroxy-3', 5'-dinitrophenyl)-4-aminoquinoline, respectively. Those facts presented the first chemical evidences for an aromatic rearrangement of N, O-diarylhydroxylamine which had already been predicted by Dewar.

• 公益社団法人日本薬学会の論文
• 1975-11-25

著者

• 澤西 啓之

  Shizuoka College Of Pharmacy 160 Oshika Shizuoka

• 澤西 啓之

  Shizuoka College Of Pharmacy

• 神谷 庸

  Shizuoka College of Pharmacy

関連論文

• Further Evidence for Formation of 4-Nitrosoquinoline 1-Oxide
• Free Radical Reaction of 4-Nitroquinoline 1-Oxide : Formation of 3,3'-(4,4'-Dihydroxy) biquinoline
• Formation of Pyridazino [3,4-c : 5,6-c'] biquinoline Compounds
• Studies on 4-Hydroxyaminoquinoline 1-Oxide and Its Related Compounds. Synthesis of 3-Chloro-and 3-Bromo-4-aminoquinoline 1-Oxide and Presentation of Chemical Evidence for a New Type of Aromatic Rearrangement of N, O-Diarylhydroxylamines
• 異項環化合物の光化学反応(第2報) : 4-Nitroquinoline 1-OxideとNitrosylchlorideの反応

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