Condensation of substituted o-phenylene diamines and ninhydrins gave t
he tide compounds. The substituent orientation in the products was det
ermined by H-1 NMR analysis of the chemical shifts brought about by N5
-oxidation. Reduction of the 8-nitro to 8-amino compound was achieved
both with and without reduction of the carbonyl group. Nitration of th
e 8-carboxylic acid occurred in the 2-position.