Synthesis of 6,7,8,9-tetrahydrobenzothiazolo [3,2-al-s-triazine 5 thiones by [4+2] cycloaddition of conjugated azomethines to ' arylisothiocyanates as potential fungicides

摘要

[4+2] Cycloaddition of conjugated azomethines,2-arylideneimino-4,5,6,7-tetrahydrobenzothiazoles(lla-f)to arylisothiocyanates affords a novel class of compounds,6,7,8,9-tetrahydrobenzothiazolo [3,2-a]-s-triazine-5-thiones(IIIa-l).Condensation of 2-amino-4,5,6,7-tetrahydrobenzo thiazoles(1a,b)with suitable aromatic aldehydes furnished the requisite azomethines(lla-f).The compounds(Illa-l)have been compared with Dithane M-45,a commercial fungicide,for their fungitoxic action against Aspergillus niger and Fusarium oxysporum and the results correlated with their structural features.