Chloropyridine N-Oxideの液体アンモニア中カリウムアミドとの反応

抄録

2-Chloropyridine 1-oxide forms 2-aminopyridine 1-oxide and 3-aminopyridine 1-oxide, though in a low yield, by treatment with liquid ammonia in the presence of potassium amide. Under the same conditions, 3- and 4-chloropyridine 1-oxides give only 3- and 4-amino compounds, respectively. It follows, therefore, that the mechanism of these reactions is entirely reverse of that of chloropyridine reported by Hertog; that of the 2-chloro compound being a benzyne mechanism and that of 3- and 4-chloro compounds being amination by S_N-2 mechanism.