Collect. Czech. Chem. Commun. 1991, 56, 1926-1936

1H-1,2,4-triazole substituted β-aminoenones. β-Diones and pyrazoles as potential fungicides

Ivan Skačánia, Lubor Fišerab, Margita Bartovičováa, Štefan Varkondaa and Oľga Hýblováa

a Research Institute of Chemical Technology, 831 06 Bratislava
b Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava


The 1-(1H-1,2,4-triazolyl)-4-amino-4-aryl-3-buten-2-ones II were synthesized from 1-((3-arylisoxazol-5-yl)methyl)-1H-1,2,4-triazoles I by alternative procedures involving treatment with molybdenum hexacarbonyl and water, or action of sodium hydridoborate in the presence of nickel disulfate, or hydrogenation. Hydrolysis of β-aminoenones II yielded β-diones III, which, on reaction with hydrazine afforded pyrazoles IV. All compounds were tested for their antifungal effect but none showed activity comparable with that of commercial preparations.