The reaction between Schiff bases derived from 4-amino-2-methyl-5-methylthio-2H-l,2,4-triazole-3(4H) -thione and phenacyl bromides yields 7-aroyl-6-aryl-6,7-dihydro-l -methyl-3-methylthio-5H-1,2,4-triazolo [3,4-b] [1,3,4]thiadiazinium bromides [( 6)-( 11) I .The structure of one of these compounds, (6) (in which both aryl groups are phenyl), has been determined b y X-ray crystallography. It incorporates dioxane molecules and the bromide ion is sandwiched between t w o units. In the 1,3,4-thiadiazinium ring the consecutive hydrogen atoms -N (5) H-C(G)H-C(7)Hare trans to each other, the ring showing an Ec6 conformation. The crystalline trans derivatives equilibrate to a 60:40 mixture of trans and cis 7-aroyl-6-aryl isomers, which have been analysed by 'H and 13C n.m.r. spectroscopy.
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