Journals / Academic Platform Journal of Engineering and Smart Systems / 2026 / Volume: 6 Issue: 2

Synthesis of Novel Thio-Substituted Aminonaphthoquinones

Mahmut Yıldız(GEBZE TECHNICAL UNIVERSITY)
Amaç Fatih Tuyun(Istanbul University)
Pages
—
Publication Date
2018-08-03
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature.
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Key Findings & Data:Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques.
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Conclusion & Impact:Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Aminonaphthoquinone · thiol · aryl amine

Abstract

Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

Özet

Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

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Cite This Article

Yıldız, M., Tuyun, A. F. (2018). Synthesis of Novel Thio-Substituted Aminonaphthoquinones. Academic Platform Journal of Engineering and Smart Systems, Volume: 6 Issue: 2. https://doi.org/10.21541/apjes.373934

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References (3)

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  2. P.J. O’Brien, “Molecular mechanisms of quinone cytotoxicity” Chem Biol Interact., Vol. 80, pp. 1-41, 1991.
  3. D.W. Lamson and S.M. Plaza, “The anticancer effects of vitamin K” Altern Med Rev., Vol. 8, pp. 303-318, 2003.