Benzoquinone derivatives. Part I. Reactions of primary aliphatic amines with embelin (2,5-dihydroxy-3-undecyl-1,4-benzoquinone) and di-o-methylembelin

Abstract

The reaction of embelin with some primary aliphatic amines has been reinvestigated. Embelin reacts with methylamine to give the 5-methylamino-derivative (2) or the quinone bismethylimine (9), depending on the he conditions. 2-Hydroxy-5-methylamino-3-undecyl-1,4-benzoquinone 1-methylimine (11) is obtained by the reaction of di-O-methylembelin with methylamine. The products of condensation of several primary aliphatic amines with embelin and its di-O-methyl derivative have been characterized.