Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Tertiary Amine Oxides. XLV. Reaction of Quinoline N-Oxide with Cyanogen Bromide
MASATOMO HAMANASETSUKO KUMADAKI
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1973 年 21 巻 4 号 p. 800-806

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Quinoline N-oxide (I) reacted with cyanogen bromide in ethanol solution to give ethyl N-(8-quinolyl) carbamate (IIa), ethyl N-(2-quinolyl) carbamate (III), N-(α-quinolyl) carbostyril (IV), carbostyril (V) and quinoline (VI). Similar results were obtained from reactions in methanol and n-propanol (Table II). The presence of alcohols is essential for the smooth proceeding of the reaction, no definite product being isolated unless alcohols are present. The effect of the reaction temperatures (Table I) and that of other additives (Table III) were examined, and the reaction mechanism was discussed.
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© The Pharmaceutical Society of Japan
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