81569-70-2Relevant academic research and scientific papers
Steric Factors in Heterocyclic Rearrangements. N-Methyl-N-phenylhydrazones of 3-Benzoyl-5-phenyl-1,2,4-oxadiazole
Vivona, Nicolo,Macaluso, Gabriella,Cusmano, Giuseppe,Frenna, Vincenzo
, p. 165 - 168 (2007/10/02)
In acetic acid at room temperature, the (E)- and(Z)-N-methyl-N-phenylhydrazones of 3-benzoyl-5-phenyl-1,2,4-oxadiazole rearranged into 4-benzoylamino-2,5-diphenyl-1,2,3-triazole via demethylation of an intermediate triazolium salt.When refluxed in benzene, the (E)-N-methyl-N-phenylhydrazone (8E) gave 3-benzoylamino-1-methylindazole (17) through prior isomerization to the unisolated Z-isomer (8Z) and thence via a carbodi-imide intermediate derived from cleavage of the ring O-N bond.
