110829-29-3Relevant academic research and scientific papers
SEMICARBAZONES AND THIOSEMICARBAZONES OF THE HETEROCYCLIC SERIES. XLVIII. REACTION OF 1-ACETYLISATINS WITH THIOSEMICARBAZIDES
Tomchin, A. B.,Krylova, I. M.
, p. 2173 - 2186 (2007/10/02)
In reaction with thiosemicarbazides 1-acylisatins form the thiosemicarbazides of N-acylisatinic acids in addition to the thiosemicarbazones.The yields of the thiosemicarbazides increase with increase in the electron-withdrawing effect of the acyl residue or with substitution of a hydrogen atom in the primary thioamide group of the initial thiosemicarbazides by alkyl radicals.The reaction products are capable of transformation to the 3-thiosemicarbazones of 1-acylisatins.The latter were isolated in the form of E and Z isomers, and their mutual transitions were investigated.The five-membered ring of 1-acetylisatin thiosemi carbazone opens in an alkaline medium with the formation of the thiosemicarbazone of N-acetylisatinic acid.Contrary to previous data, this compound does not undergo direct cyclization to the 1,2,4-triazinoindole derivatives.
