Abstract
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.
