88222-75-7Relevant academic research and scientific papers
TAUTOMERISM IN THIOBENZOYLHYDRAZONES OF AROYLACETONES AND AROYLACETALDEHYDES
Yakimovich, S. I.,Zelenin, K. N.,Nikolaev, V. N.,Koshmina, N. V.,Alekseev, V. V.,Khrustalev, V. A.
, p. 1641 - 1646 (2007/10/02)
The products from the condensation of thiobenzohydrazide with aroylacetaldehydes in the crystalline state and in solutions have the structure of the corresponding Δ2-1,3,4-thiadiazolines.The products from the reaction of thiobenzohydrazide with aroylacetones in the condensed state are also the corresponding Δ2-1,3,4-thiadiazolines.In solutions in deuterochloroform they exist as mixtures of the thiadiazoline and 5-hydroxypyrazoline forms, and in solutions in DMSO-d6 a triple equilibrium is established which includes two ring forms and an open enehydrazine form.The introduction of electron-withdrawing substituents into the aromatic ring of the β-dicarbonyl component favors the enehydrazine and 5-hydroxypyrazoline tautomers.
