The directive influence of the N‐oxide group during the nitration of derivatives of pyridine N‐oxide (IV). Nitration of 3‐bromo‐5‐methoxy‐ and 3,5‐dimethoxypyridine‐N‐oxide

Abstract
Whereas the nitration of 3‐bromo‐, 3,5‐dibromo‐, as well as of 3‐methoxypyridine‐N‐oxide yields the 4‐nitro compound, from the mixture obtained in the nitration of 3‐bromo‐5‐methoxypyridine‐N‐oxide the 6‐nitro derivative has been isolated as the sole reaction product. Also from 3,5‐dimethoxypyridine‐N‐oxide the 2‐(=6‐) nitro, and not the 4‐nitro derivative is obtained.

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