Synthesis and Characterization of New Cyclic Aminobenzoquinones

Year 2018, Volume: 5 Issue: 2, 371 - 380, 01.01.2018

Amaç Fatih Tuyun , Mahmut Yıldız

https://doi.org/10.18596/jotcsa.348606

Cited By: 4

Abstract

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.

Keywords

Benzoquinones, secondary amine, aminoquinones

References

• 1. Thomson RH. Distribution of Naturally-Occurring Quinones. Pharm Weekblad. 1991;13(2):70-73. 2. Aly AA, Hassan AA. Heterocycles from Donor-Acceptor Interactions. Adv Heterocycl Chem. 2014;112:145-181. 3. Mbaveng AT, Kuete V, Efferth T. Potential of Central, Eastern and Western Africa Medicinal Plants for Cancer Therapy: Spotlight on Resistant Cells and Molecular Targets. Front Pharmacol. 2017;8.