Synthesis and Characterization of New Cyclic Aminobenzoquinones

The aim of this research is to synthesize and characterize of new cyclic members of cyclic aminobenzoquinones. Mono amino substituted products; 2-chloro-5,6-dimethyl-3-(pyrrolidin-1-yl)-1,4-benzoquinone ( 2 ) , 2-chloro-5,6-dimethyl-3-(piperidin-1-yl)-1,4-benzoquinone ( 3 ) , 2-chloro-5,6-dimethyl-3-morpholino-1,4-benzoquinone ( 4 ), and 2 -chloro-5,6-dimethyl-3-thiomorpholino-1,4-benzoquinone ( 5 ) have been synthesized by a green methodology using water as solvent by means of nucleophilic substitution reactions between 2,3-dichloro-5,6-dimethyl-1,4-benzoquinone ( 1 ) and cyclic secondary amines. Structure determination of the new products ( 2-5 ) was established on the basis of IR, 1 H NMR, 13 C NMR , and mass spectrometry.