Derivatisierung von Aminen mit 4‐substituierten 7‐Nitrobenz‐2,1,3‐oxadiazolen

Abstract

Derivatization of Amines with 4‐Substitured 7‐Nitrobenzofurazans Electrophilc derivatives of 4‐nitro‐benzofurazan with different reactivities were used to synthesize 28 new mono‐ and disubstituted 4‐amino‐7‐nitrobenzofurazans 2b, 2d, 2f–2i, 2l, 2m–2n, 3b–3f, 3h–3j, 4e–4d, 4f–4k, 4m, 4o–4p . A reaction mechanism is proposed on the basis of the differences of the reactivities and a preliminary kinetic examination. The acid character of the NH‐function in monosubstituted compounds is demonstrated by means of spectroscopical investigation of pK a ‐values. Data from i.r., u. v./vis, and fluorescence studies are offered.