1959 年 79 巻 4 号 p. 428-432
As the final product of nitration of quinoline 1-oxide and its derivatives with benzoyl nitrate, benzoates of 2-hydroxyquinoline 1-oxide (III)-system was obtained. Therefore, infrared absorption spectra of 2-hydroxyquinoline 1-oxide (III), 4-hydroxy-quinoline 1-oxide (IV), 2, 4-dihydroxyquinoline (V), and their nitro and acyl derivatives were examined. It was revealed by this examination that compounds of (III)- and (IV)-system take the N-hydroxyquinolone type (IIIb) and the betaine type (IVc), respectively. The acylated derivatives of (III)-and (IV)-systems exhibit absorption of C=O stretching vibration due to N-acyloxyl group at a shorter wave-length region than the acyloxyl group in ordinary phenols and this was found to be helpful in discriminating them from acylated derivatives of 2, 4-dihydroxyquinoline (V)-system.