On the Synthesis of Pyrazino2, 3-bphenazine and 1H-Imidazo4, 5-bphenazine Derivatives

摘要

Several pyrazino2, 3-bphenazine derivatives were prepared by the reaction of 2, 3-diaminophenazine with different 1, 2-diketones. Nucleophilic substitution of 2, 3-dibromomethyl-pyrazino2, 3-bphenazine with propanol, morpholine, and potassium thiocyanate gave 1, 3-bis-(propoxymethyl)-pyrazino2, 3-bphenazine, 2, 3-bis-(4-morpholinylmethyl)-pyrazino2, 3-bphenazine, and 2, 3-bis-(cyanosulfanylmethyl)-pyrazino2, 3-bphenazine. 2-Aryl-1H-imidazo4, 5-bphenazine derivatives were synthesized by a one-pot reaction of 2, 3-diaminophenazine with different aromatic aldehydes or acids. Reaction of 2, 3-diaminophenazine with acetic anhydride and formic acid afforded 1H-imidazo4, 5-bphenazine and 2-methyl-1H-imidazo4, 5-bphenazine. Chemical and spectroscopic evidences for the product structures of the new compounds are presented.