2-(N-Alkyl-p-hydroxyanilino)-1,4-benzoquinones from p-Benzoquinones and Primary Aliphatic Amines. Studies on Quinones VI

Article abstract of DOI:10.1007/BF00899246

In acetic (aqueous or chloroform) solution p-benzoquinones yield with primary aliphatic amines mainly 2-(N-alkyl-p-hydroxy-anilino)-1,4-benzoquinones besides the 2-alkylamino- and 2,5-bis(alkylamino)-quinones.The methyl-, ethyl-, n-propyl-, n-butylhomologues of p-benzoquinone and the isomer methylderivatives of toluquinone are described.Their structure were established by spectroscopic (UV/VIS, IR, NMR) methods and by synthesis of the methylderivative 3a from p-benzoquinone and p-hydroxy-N-methyl-aniline.The influence of other acids on the reaction was studied. - Keywords: N-Alkyl-p-hydroxyanilino-1,4-quinones; Quinones; Solvent influence