4.1 Article

Hydrazones derived from thiooxamohydrazides and 3-formyl-4-hydroxycoumarin: synthesis, structures, and fragmentation

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 61, Issue 12, Pages 2311-2321

Publisher

SPRINGER
DOI: 10.1007/s11172-012-0325-x

Keywords

3-formyl-4-hydroxycoumarin; oxamic acids; thiohydrazides; 1,3,4-thiadiazole; tautomerism; NMR spectroscopy; X-ray diffraction

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Novel hydrazones were obtained from thiooxamohydrazides and 3-3-formyl-4-hydroxycoumarin. According to data from NMR spectroscopy and X-ray diffraction, the coumarin fragment in the compounds obtained exists as 4-hydroxycoumarin or chromane-2,4-dione. When dissolved in dimethyl sulfoxide, these hydrazones undergo fragmentation into derivatives of 1,3,4-thiadiazole and 4-hydroxycoumarin.

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