Heterocyclic compounds from urea derivatives. Part XIX. Adducts from diaminoguanidines and aroyl isothiocyanates and their cyclisation

F Kurzer

Index: Kurzer,F. Journal of the Chemical Society [Section] C: Organic, 1970 , p. 1813 - 1823

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Abstract

1-Aminoamidino-4-aroyl (thiosemicarbazides) are produced in high yield from equimolar proportions of aroyl isothiocyanates and NN′-diaminoguanidine salts in aqueous methanol. They are bases and form hydrazones. Both the adducts and their hydrazones are ring-closed by alkali to 3-aryl-5-mercapto-1, 2, 4-triazoles. The cyclisation of 1- aminoamidino-4-aroyl (thiosemicarbazides) by acids affords, with loss of ammonia or ...