Reaction of N-methoxypyridinium salt with nitroalkanes. Additive cleavage reaction of pyridine nucleus.

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The reactions of N-methoxypyridinium iodide with nitromethane, nitroethane, and 1-nitropropane in the presence of sodium ethoxide in anhydrous ethanol afforded 1-methoxyimino-6-nitrohexa-2, 4-diene, 1-methoxyimino-6-aci-nitrohepta-2, 4-diene, and 1-methoxyimini-6-aci-nitroocta-2, 4-diene, respectively. The spectral behaviors of these products were discussed in relation to the nitro-acinitro prototropy and the assumed reaction mechanism was also offered.

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