Transformations of myo-inositol hexa-0-nitrate under the action of amines

Article abstract of DOI:10.1007/BF01430650

Reactions of myo-inositiol hexa-0-nitrate with ammonia and primary amines yield tetrahydroxy-1,4-benzoquinone derivatives, viz., its tetraammonium salt and its diimines, respectively. Reactions with secondary and tertiary amines give salts of rhodizonic acid, which are converted into salts of croconic acid under certain conditions. The reactions with secondary amines involve intermediate formation of radical species, which were dectected by ESR spectroscopy. A scheme for the chemical transformations of myo-inositol hexa-0-nitrate under the action of amines was proposed.