Authors : P. N. Deshmukh, M. K. Gaidhane and S. Warkari
Page Nos : 396-405
Description :
ABSTRACT:
Synthesis of thiatriazines having hetero atoms at different positions has been reported in the literature. The cycloaddition of diazoazoles with acylisothiocyanates has been found to result in the formation of a 1,2,3,5-thiatriazine ring. Recently the synthetic applications of N-phenyl-S-chloroisothiocarbamoyl chloride have been investigated. Series of new heterocyclic compounds 2H-4-(pyrid-4yl)-5-arylidene / alkylidene-amino-6-phenylimino-5,6-dihydro-1,2,3,5-thiatriazine (8a-f) have been synthesized by the basification of 2H-4-(pyrid-4yl)-5-arylidene / alkylidene – amino – 6- phenylimina-5,6-dihydro-1,2,3,5-thiatriazine hydrochloride (7a-f). The later were synthesized by the interaction of 1-aryl / alkylidene-3-(pyrid-4y) – dihydro formazan (5a-f) with N-phenyl-S-chloroisothiocarbamoyl chloride. The synthesized compounds were further isomerised into 1 phenyl –4-(pyrid-4yl)-5-aryldene / alkyldene amino –6-thio-1,2,3,5-tetrazines (9a-f) by using 5 % ethanolic sodium hydroxide. Compound (8) on benzalyation with excess 10 % sodium hydroxide and benzoyl chloride afforted corresponding benzoyl derivatives (10 a-f).The structures of newly synthesized compounds were confirmed on the basis of their elemental IR 1H-NMR and mass spectral analysis. The title compounds were assayed for antioxidant activity compared with standard ascorbic acid
KEYWORDS: Synthesis, 1,2,3,5-thiatriazines, antioxidant activity, isomerization into 1,2,3, 5- tetrazines.
