Synthesis and Characterization of New Cyclic Aminobenzoquinones

• Main Authors: Amaç Fatih Tuyun, Mahmut Yıldız
• Format: Article
• Language: English
• Published: Turkish Chemical Society 2018-01-01
• Series: Journal of the Turkish Chemical Society, Section A: Chemistry
• Subjects: Benzoquinones; secondary amine; aminoquinones
• Online Access: http://dergipark.gov.tr/jotcsa/issue/33408/348606

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, 1H NMR, 13C NMR, and mass spectrometry.