Synthesis of some NH- and NH,S- substituted 1,4-quinones.

A series of NH-substituted-1,4-quinones, possessing one, two, three or not chlorine, were synthesized by the reaction between different quinones (-chloranil (), -toluquinone (), or 2,3-dichloro-1,4-naphthoquinone ()) and (-)--myrtanylamine () via nucleophilic reactions. Moreover, 2-bromo-1,4-naphthoquinone () was reacted with 2-(methylthio)ethylamine () to produce amino-substituted naphthoquinones ( and ), bearing with bromine and not bromine. In addition, 2-bromo-1,4-naphthoquinone () was reacted with 4'-aminodibenzo-18-crown-6 () and 4'-aminobenzo-18-crown-6 () to yield crown-containing 1,4-naphthoquinones ( and ), respectively. New compounds were characterized, providing H NMR, C NMR, FTIR, MS-ESI, UV/Vis and elemental analysis.