Nitration of 2-aryl-3-hydroxypyridines
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The authors have studied nitration of 2-(4′-alkylphenyl)-, 2-(4′-methoxyphenyl)-, and 2-(4′-chlorophenyl)-3-hydroxypyridines.
Using the PMR method, they show that the nitro group enters the meta position of the phenyl ring. With further nitration, the nitro group enters the 6 position of the pyridine ring.
Introduction of a hydroxy group into the pyridine ring facilitates nitration of the aryl substituent.