Abstract

It has been found that the rearrangement products (IIIa, IIIb and IIIc), besides the respective N-oxide (IIa and IIb) were obtained, when either 3, 6-dimethoxypyridazine (Ia) or 4-methyl-3, 6-dimethoxypyridazine (Ib) was oxidized with 30% hydrogen peroxide in acetic acid. Rearrangement reactions of IIa, IIb and IIc were attempted with p-toluenesulfonic acid and the rearrangement products were found to be afforded in a good yield, however 4-methyl-3, 6-diethoxypyridazine (V) gave only two kinds (VI and VII) of N-oxide.The rearrangement reaction of p-toluenesulfonic acid with 4-methoxy-, 4-ethoxypyridazine 1-oxide (Xa, Xb), 4-methoxypyridine 1-oxide (XIV) and 4-methoxyquinoline 1-oxide (XVII), were attempted and the respective products (XIa, XIb, XV, and XVIII) were prepared. 5-Methoxypyridazine 1-oxide (XXa) gave also the rearrangement products (XXIa) and the structures of XXa and XXb were determined.

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