Premium
2 H ‐Pyran‐2‐one‐3‐carbothioamide derivatives: Synthesis and reaction with hydrazine hydrate
Author(s) -
MakhloufiChebli Malika,
Hamdi Maamar,
Silva Artur M. S.,
Duval Olivier,
Helesbeux JeanJacques
Publication year - 2009
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2
Subject(s) - hydrazine (antidepressant) , pyran , chemistry , hydrate , methylene , aryl , medicinal chemistry , organic chemistry , alkyl , chromatography
N ‐Aryl‐4‐hydroxy‐6‐methyl‐2 H ‐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‐2 H ,4 H ‐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‐5 H ‐pyrazol‐5‐ones were synthesized from the reaction of N ‐aryl‐4‐hydroxy‐6‐methyl‐2 H ‐pyran‐2‐one‐3‐carbothiamides with an excess of hydrazine. The structure of all compounds was established by NMR and mass spectra. J. Heterocyclic Chem., (2009).