アミノキノリン誘導体の合成研究(第5報) : アルキル置換キノリンN-オキサイドとトジルクロライドの反応

概要

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Reaction of 6-methyl-and 7-methyl-quinoline 1-oxides with tosyl chloride was examined and the higherto unclarified intermediate formation in this reaction mechanism was elucidated. The fact that the intermediate was converted to carbostyril (IV) via the pseudo base of III type was proved by isolation of the III type intermediate and its derivation to carbostyril by hydrolysis or low-pressure sublimation. It should be noted that the pseudo base can be isolated especially when the benzene ring in quinoline carries a methyl group. The large difference in the formation rate of the pseudo base between the 5-methyl derivative, and 6-and 7-methyl derivatives is probably due to the effect of the position of the methyl group.
公益社団法人日本薬学会の論文
1969-06-25