Synthesis of Novel Thio-Substituted Aminonaphthoquinones

Authors : Mahmut YILDIZ, Amaç Fatih Tuyun

Pages : 179-184

Doi:10.21541/apjes.373934

View : 18 | Download : 11

Publication Date : 2018-08-03

Article Type : Research Paper

Abstract :Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-insert ignore into journalissuearticles values(4-insert ignore into journalissuearticles values(trifluoromethyl);phenylamino);-3-chloronaphthalene-1,4-dione insert ignore into journalissuearticles values(3a); and 2-insert ignore into journalissuearticles values(3-insert ignore into journalissuearticles values(trifluoromethyl);phenylamino);-3-chloronaphthalene-1,4-dione insert ignore into journalissuearticles values(3b); with various thiol compounds such as ethanethiol insert ignore into journalissuearticles values(4a);, methyl 2-mercaptoacetate insert ignore into journalissuearticles values(4b);, ethyl 2-mercaptoacetate insert ignore into journalissuearticles values(4c);. 2,3-dichloro-1,4-naphthoquinone insert ignore into journalissuearticles values(1); was reacted with aryl amines insert ignore into journalissuearticles values(2a, 2b); containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds insert ignore into journalissuearticles values(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.
Keywords : CF3, Aminonaphthoquinone, 1, 4 naphthoquinone, thiol, aryl amine, trifluoromethyl group, electron withdrawing group, nucleophilic substitution