Abstract

When anthra[1,2-c][1,2,5]selenadiazole-6, 11-dione is heated with primary and secondary amines, a hydrogen atom at position 4 is replaced by an amino group, and part of the starting quinone, functioning as an oxidizing agent, forms 1,2-diaminoanthraquinone, with separation of elemental selenium. 5-Chloroanthra[1,2-c][1,2,5]-anthraselenadiazole-6, 11-dione reacts similarly, but with the 4-chloro derivative, the chlorine atom is replaced. The corresponding 5-amino derivatives of anthra[1,2-c][1,2,5]selenadiazole-6, 11-dione, synthesized for comparison, are anomalously deeply colored. The enhanced reactivity of anthra[1, 2-c][1, 2, 5]selenadiazole-6,11-dione, due to the mutual effects of the hetero ring and the quinone group, since neither anthra [1,2-c][1,2,5]selenadiazole nor anthraquinone undergo reaction under similar circumstances.

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