The kinetics and mechanism of electrophilic substitution of heteroaromatic compounds. Part XX. Nitration of 3-hydroxypyridine, 6-hydroxy-2(1H)-pyridone, and some corresponding methyl derivatives
Abstract
3-Hydroxy- and 3-methoxy-pyridine undergo nitration as their corresponding conjugate acids at the 2-position. 6-Hydroxy-2(1H)-pyridone together with its N-methyl derivative and 6-methoxy-analogues are nitrated as free bases, at or near the encounter rate, in the 3-position.