Nitration of some 3,5-disubstituted pyridine N-oxides

The preparation of 3-chloro-5-methoxypyridine N-oxide and its nitration are reported. Mononitration yields 5-chloro-3-methoxy-2-nitro-pyridine N-oxide while more drastic conditions give 3-chloro-5-methoxy-2,6-dinitropyridine. Removal of various substituents by base hydrolysis is also discussed.