135643-59-3Relevant academic research and scientific papers
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.
