127650-34-4Relevant academic research and scientific papers
A Study of the Behaviour of 2,4-Substituted Thiosemicarbazides toward Orthoesters: Formation of Mesoionic Compounds
Buccheri, Francesco,Cusmano, Giuseppe,Gruttadauria, Michelangelo,Noto, Renato,Werber, Giuseppe
, p. 1447 - 1451 (2007/10/03)
The reactions beetwen 2,4-disubstituted thiosemicarbazides and orthoesters in refluxing xylene led to the formation of the 1,2,4-triazoline-5-thione ring and to the 1,2,4-triazolium-5-thiolate ring. The formation of the mesoionic componds is due to rearrangement of the easily available 2,4-disubstituted thiosemicarbazides to 1,4-disubstituted thiosemicarbazides under the reaction conditions adopted. This method can be usefully used for the synthesis of mesoionic compounds, especially in the case of the 2-methyl-4-phenylthiosemicarbazide.
