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2H-Pyran-2-one-3-carbothioamide derivatives: Synthesis and reaction with hydrazine hydrate

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N-Aryl-4-hydroxy-6-methyl-2H-pyran-2-one-3-carbothiamides and N-aryl-4-hydroxycoumarin-3-carbothiamides were synthesized by the reaction of arylisothiocyanates with 4-hydroxy-6-methylpyran-2-one and 4-hydroxycoumarin, respectively. Novel products 3-[bis(arylamino)methylene]-6-methyl-2H,4H-pyran-2,4-diones and N,N′-diaryl-4-hydroxycoumarin-3-carboximidamides have also been obtained in the same reactions. Novel 4-acetoacetyl-3-phenylamino-4,5-dihydro-5H-pyrazol-5-ones were synthesized from the reaction of N-aryl-4-hydroxy-6-methyl-2H-pyran-2-one-3-carbothiamides with an excess of hydrazine. The structure of all compounds was established by NMR and mass spectra.

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https://hal.univ-angers.fr/hal-03247439
Contributeur : Okina Université d'Angers <>
Soumis le : jeudi 3 juin 2021 - 10:00:36
Dernière modification le : vendredi 4 juin 2021 - 03:10:02

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Malika Makhloufi-Chebli, Maamar Hamdi, Artur Silva, Olivier Duval, Jean-Jacques Helesbeux. 2H-Pyran-2-one-3-carbothioamide derivatives: Synthesis and reaction with hydrazine hydrate. Journal of Heterocyclic Chemistry, 2009, 46 (1), pp.18-22. ⟨10.1002/jhet.2⟩. ⟨hal-03247439⟩

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