Synthesis and Chemistry of Some Furazano- and Furoxanopiperazines

Article abstract of DOI:10.1021/jo00225a029

A series of N,N'-disubstituted furazano- and furoxano<3,4-b>piperazines 1a-d and 2b-d have been synthesized from N,N'-disubstituted 2,3-piperazinedione dioximes 5a-d by base-promoted dehydration and by basic potassium ferricyanide oxidation, respectively.The N,N'-disubstituted 2,3-piperazinedione dioximes were synthesized by reacting the appropriate N,N'-disubstituted ethylenediamine with dichloroglyoxime.Also studied was the reaction of 3,4-diaminofurazan with glyoxal and formaldehyde.The compounds have been studied by 1H and 13C NMR spectroscopy.