32272-86-9Relevant academic research and scientific papers
TETRAZOLES. XXIX. IMIDOYLATION OF 5-ARYLTETRAZOLES UNDER PHASE-TRANSFER CATALYSIS CONDITIONS. FORMATION OF 3H-1,3,4-BENZOTRIAZEPINES
Koldobskii, G. I.,Nikonova, I. V.,Zhivich, A. B.,Ostrovskii, V. A.,Poplavskii, V. S.
, p. 160 - 163 (2007/10/02)
Reaction of 5-aryltetrazoles with N-arylbenzimidoyl chlorides in a methylene chloride-water two-phase system in the presence of tetrabutylammonium bromide or 2,3-diphenyl-5-butyltetrazolium bromide results in the formation of isomeric 1-imidoyl- and 2-imidoyl-5-aryltetrazoles, which are converted to 3H-1,3,4-benzotriazepines upon heating in toluene, m-xylene, or dioxane.
Synthesis of Bis(α-alkylaminobenzylidene)hydrazines and their Transformation into 4-Alkyl-4H-1,2,4-triazoles
Gautun, Odd Reidar,Carlsen, Per H. J.
, p. 609 - 615 (2007/10/02)
Sterically hindered 4-alkyl-3,5-diphenyl-4H-1,2,4-triazoles have been prepared by reacting bis(α-chlorobenzylidene)hydrazine with alkylamines.Under mild conditions this reaction gives, as intermediates, bis(α-alkylaminobenzylidene)hydrazines, a new class of compound.The stability of these compounds appeared to increase with increasing bulk of the alkyl substituent.Upon being heated the compounds, either neat or in a variety of solvents, were transformed into the corresponding triazoles in high yields.Bis(α-alkylaminobenzylidene)hydrazines with sterically bulky groups, e.g. tert-butyl or 1-adamantyl, undergo cyclization in conjuction with elimination to form, as the major product, 3,5-diphenyl-1H-1,2,4-triazole.
