- 著者
-
永倉 正彦
岡本 敏彦
- 出版者
- 公益社団法人 日本薬学会
- 雑誌
- YAKUGAKU ZASSHI (ISSN:00316903)
- 巻号頁・発行日
- vol.92, no.2, pp.167-175, 1972-02-25 (Released:2008-05-30)
- 参考文献数
- 15
- 被引用文献数
-
1
1
An addition-elimination reaction, which was reported in the reaction of 3-nitroquinoline with aqueous sodium hypobromite in methanolic KOH, also occurred in the case of other nitroquinolines, i.e., 6-, 5-, 8-, and 4-nitroquinolines. 6-Nitroquinoline (I) gave 6-bromo-5-methoxyquinoline (IIa), 6, 8-dibromo-5-methoxyquinoline (IIb), 6-bromo-5, 7-dimethoxyquinoline (IIIa), 5, 7-dimethoxy-6-nitroquinoline (IIIb), 8-bromo-5, 7-dimethoxy-6-nitroquinoline (IIIc), and 8-bromo-6-oxo-5, 5, 7-trimethoxy-5, 6-dihydroquinoline (IV) on being reacted in the same way as in the reaction of 3-nitroquinoline. Other nitroquinolines and their products from the same reaction were ; 5-nitroquinoline (XI); 5-bromo-6-methoxyquinoline (XIIa), 6-methoxy-5-nitroquinoline (XIIb), 8-methoxy-5-nitroquinoline (XIIIa), 5, 7-dibromo-6, 8-dimethoxyquinoline (XIVa), and 6, 8-dimethoxy-5-nitroquinoline (XIVb). 8-Nitroquinoline (XVIII); 8-bromo-7-methoxyquinoline (XIX), 5-methoxy-8-nitroqninoline (XX), and 6-bromo-5, 7-dimethoxy-8-nitroquinoline (XXI). 4-Nitroquinoline (XXII); 4-bromo-3-methoxyquinoline (XXIIIa), 3-methoxy-4-nitroquinoline (XXIIIb), 2, 3-dimethoxy-4-nitroquinoline (XXIV) and 4-methoxyquinoline (XXV). The reaction of 2-nitroquinoline (XXX) gave only 2-methoxyquinoline (XXXI).