A study of the behaviour of 2,4-substituted thiosemicarbazides toward orthoesters: Formation of mesoionic compounds

Autor: Giuseppe Cusmano, Giuseppe Werber, Renato Noto, Francesco Buccheri, Michelangelo Gruttadauria
Rok vydání: 1997
Předmět:
Zdroj: Scopus-Elsevier
ISSN: 1943-5193
0022-152X
DOI: 10.1002/jhet.5570340512
Popis: 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.
Databáze: OpenAIRE