Simple and efficient synthetic routes to bioactive s-triazinyl dithiocarbamate derivatives

Medicinal Chemistry Research
2008.0

Abstract

Series of 2,4-diarylamino-6-[N-(30 -methylphenyl)dithiocarbamoyl]-striazines (4a–l) and 2,4-bis[N-(30 -methylphenyl)dithiocarbamoyl]-6-arylamino-striazines (7a–l) were synthesized by two different synthetic routes. In the first route (A), 2,4,6-tricholoro-s-triazine (1) was condensed with N-(3-methylphenyl)ammoniumdithiocarbamate to afford compounds 3 or 6, which on reaction with different aryl amines afforded compounds 4a–l or 7a–l. In the second route (B), condensation of 1 with different aryl amines yielded compounds 2a–l or 5a–l. On further treatment with N-(3-methylphenyl)ammoniumdithiocarbamate these afforded compounds 4a–l or 7a–l. The newly synthesized compounds 4a–l and 7a–l were characterized by elemental analyses, infrared (IR), and 1 H nuclear magnetic resonance (NMR) spectroscopic investigation. All the products were evaluated for their antibacterial and antifungal activity.

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