N-Alkoxy-3,5-dinitro-4-aminobenzoic acid derivatives with controlled physico-chemical properties

Starting from 4-chloro-3,5-dinitrobenzoic acid 1, compounds 2–10 (N-alkoxy-3,5-dinitro-4-aminobenzoic acid esters where alkoxy stands for methoxy, carboxymethoxy, triphenylmethoxy, or corresponding amides) have been obtained, from which compounds 3–5 and 7–10 are new, and for the known compounds 2 and 6 the synthetic procedure has been improved. The new derivatives have been characterized by appropriate means (IR, UV–Vis, 1H- and 13C-NMR, fluorescence) and their properties were studied. Thus, depending on their structure, the compounds have acid properties, fluorescence and complexing properties with alkaline cations.