848130-52-9Relevant academic research and scientific papers
Reaction of 1-(o-aminophenyl)-1,2,3-triazole-5-thiols with cyclizing reagents
Tarasov,Volkova,Morzherin,Bakulev
, p. 870 - 873 (2004)
Reactions of 1-(o-aminophenyl)-1,2,3-triazole-5-thiols with ring-closing reagents destabilize the triazole ring, promoting the Dimroth rearrangement and subsequent cyclization to 5-(1-benzazolyl)-1,2,3-thiadiazoles.
Reaction of 5-halo-1,2,3-thiadiazoles with arylenediamines as a new approach to tricyclic 1,3,6-thiadiazepines
Volkova, Natalya N.,Tarasov, Evgeniy V.,Van Meervelt, Luc,Toppet, Suzanne,Dehaen, Wim,Bakulev, Vasiliy A.
, p. 1574 - 1580 (2007/10/03)
A multistep reaction of 5-halo-1,2,3-thiadiazoles and 1,2-phenylenediamines provides a new route to fused 1,3,6-thiadiazepines. The overall process consists of the known stepwise formation of 5-[1-(2-aminophenyl)-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole, and a novel ring transformation which involves the Smiles and Dimroth rearrangements followed by an intramolecular nucleophilic substitution of the thiol group, affording di[1,2,3]triazolo[1,5-a:5′,1′-d]-[3,1,5]benzothiadiazepines. The influence of the substituents on the 1,2,3-thiadiazole and phenyl rings on this reaction was discussed.
