Synthesis of nitrogen-containing heterocycles 11. 1,2,4-Triazole formation through disproportionation of polyazapolyenes.

[摘要]：Arom. diaminomethylenehydrazones were reacted with bis(methylthio)methylenemalononitrile to give 5-aryl-1-benzyl-3-dimethylamino-1H-1,2,4-triazoles via disproportionation in fused condition in moderate to high yields (44-78 %). Little or no effect was obsd. on disproportionation products in connection with substituents on the benzene ring. When an equimolar amt. of two different diaminomethylenehydrazones was used, four 5-aryl-1-benzyl-3-dimethylamino-1H-1,2,4-triazoles were obtained. In the reaction using two different benzaldehyde S-methylisothiosemicarbazones, four 5-aryl-1-benzyl-3-methylthio-1H-1,2,4-triazoles were formed in 14-26 % yield. The structural assignment of products and reaction mechanism are discussed.

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