Synthesis and characterization of new cyclic aminobenzoquinones

Abstract

The aim of this research is to synthesize and characterize new members of cyclic aminobenzoquinones. 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 nucleophilic substitution reactions between 2,3-dichloro-5,6-dimethyl-1,4-benzoquinone (1) and cyclic secondary amines with a green methodology using water as solvent. Structure determination of the new products (2-5) was established on the basis of FTIR,1H NMR,13C NMR, and mass spectrometry. © 2018 Elsevier B.V., All rights reserved.