25976-83-4Relevant academic research and scientific papers
Photocyclization reaction of some 2-methyl-4-phenyl- substituted aldehyde thiosemicarbazones. Mechanistic aspects
Buscemi, Silvestre,Gruttadauria, Michelangelo
, p. 999 - 1004 (2007/10/03)
Irradiation of 2-methyl-4-phenyl- substituted benzaldehyde thiosemicarbazones led with good yields to the corresponding ?21,2,4- triazoline-5-thione derivatives through the formation of stable 1,2,4- triazolidine-5-thione intermediates. The relative quantum yields of photocyclization at 313 nm were analysed by means of the Hammett equation and p values determined: We interpreted the results in terms of the mechanism of photocyclization of 2-methyl-4-phenyl-substituted benzaldehyde thiosemicarbazones. (C) 2000 Elsevier Science Ltd.
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.
Photochemical Cyclization of Some Aldehyde Thiosemicarbazones
Gruttadauria, Michelangelo,Buccheri, Francesco,Buscemi, Silvestre,Cusmano, Giuseppe,Noto, Renato,Werber, Giuseppe
, p. 233 - 236 (2007/10/02)
The photochemical behaviour of some substituted aldehyde thiosemicarbazones 1a-k has been investigated in methanol at 254 nm.Thiosemicarbazones of glyoxil methyl ester 1a-f cyclized to furnish the 3-thioxo-1,2,4-triazin-5-one 2-ring system.The remaining thiosemicarbazones 1g-j gave 1,2,4-triazoline 4-derivatives.
Substituent Effect on Oxidative Cyclization of Aldehyde Thiosemicarbazones with Ferric Chloride
Noto, Renato,Buccheri, Francesco,Cusmano, Giuseppe,Gruttadauria, Michelangelo,Werber, Giuseppe
, p. 1421 - 1427 (2007/10/02)
The reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined.When compounds 1 are not substituted on the N-2 nitrogen atom formation of 1,3,4-thiadiazole 3 heterocyclic ring was observed.In contrast 1,2,4-triazoline 4 and/or
