83515-35-9Relevant academic research and scientific papers
Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Part XLIII - Reactions of 6-Methyl-5H-2,3-dihydrotriazinoindole-3-thione with Bifunctional Compounds
Gupta, G. D.,Pujari, H. K.
, p. 311 - 314 (2007/10/02)
6-Methyl-5H-2,3-dihydrotriazinoindole-3-thione (III) on condensation with α-halogenoketones gives 6-methyl-3-aroylmethylthio-5H-triazinoindole hydrobromides (IV) which on PPA-catalyzed cyclization furnish 9-methyl-3-arylthiazolotriazinoindoles (V) and not the angular isomeric 9-methyl-1-arylthiazolotriazinoindoles (VII).The unequivocal synthesis of the angular isomer (VII) has been accomplished by the reaction of 7-methylisatin-3-thiosemicarbazone (II) with α-halogenoketones and subsequent cyclization of the intermediate (VI) using POCl3.Condensation of III with 1,2-dibromoethane, on the other hand, yields the angular isomer 9-methyl-1,2-dihydrothiazolotriazinoindole (VIII), identical with a sample obtained unambiguously by the reaction of II with 1,2-dibromoethane.
