有機化合物とヒドラジンの反応 (第2報)

Abstract

Reduction of 4-nitropyridine 1-oxide and 4-nitro-2-picoline 1-oxide with hydrazine hydrate in the presence of copper powder was examined. When 4-nitropyridine 1-oxide is heated with hydrazine hydrate in ethanol, in the presence of copper powder, it is reduced to 4, 4′-azoxypyridine 1, 1′-dioxide and to 4-aminopyridine 1-oxide by longer heating. If heated in diethylene glycol at a higher temperature of 180-200°, it forms 4-aminopyridine. It was assumed that this deoxygenation chiefly concerns the pyrolysis of 4-aminopyridine 1-oxide by copper catalyst.Under similar conditions, 4-nitro-2-picoline 1-oxide was reduced to 4, 4′-azo (2-picoline) 1-oxide, 4-amino-2-picoline 1-oxide and to 4-amino-2-picoline.