Synthesis and Characterization of New Cyclic Aminobenzoquinones

Abstract

The aim of this research is to synthesize and characterize new members of cyclicaminobenzoquinones. Mono amino substituted products, namely 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 the nucleophilicsubstitution reactions between 2,3-dichloro-5,6-dimethyl-1,4-benzoquinone (1) and cyclicsecondary amines with a green methodology using water as solvent. Structure determination of thenew products (2-5) was established on the basis of FTIR, 1H NMR, 13C NMR, and mass spectrometry.