4.5 Article

Unusual Direction of Cyclocondensation of 1-(4-Chlorophenyl)-3,5-diamino-1,2,4-triazole, Pyruvic Acid, and Aldehydes

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 7, Pages 1120-1124

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1258468

Keywords

heterocycles; multicomponent reaction; furans; nucleophiles; regioselectivity

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The reactivity of 1-(4-chlorophenyl)-3,5-diamino-1,2,4-triazole in multicomponent reactions with pyruvic acid and aldehydes and in two-component reactions with arylidenepyruvic acid was studied. The unusual direction of these treatments leading to the formation of unprecedented 3-[5-amino-1-(4-chlorophenyl)-1,2,4-triazol-3-ylamino]-5-arylfuran-2-ones instead of triazolopyrimidine or triazolylpyrrolone derivatives was found and discussed.

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