85694-45-7Relevant articles and documents
Urazole synthesis. Part 2: Facilitating N4 substitution
Chai, Weirui,Nguyen, Emily,Doran, Jennifer,Han, Katie,Weatherbie, Alexander,Fernandez, Daniel,Karimi, Sarah,Mynam, Ritwick,Humphrey, Caroline,Rana, Sara,Buynak, John D.
, p. 2308 - 2310 (2013/06/26)
The di-tert-butyl-di-p-nitrophenyl ester of hydrazinetetracarboxylic acid was prepared and shown to be useful in the preparation of urazoles (i.e., 1,2,4-triazolidine-3,5-diones), by reaction with a primary amine using either n-BuLi or pyridine as base, d
Synthetic studies on 4,5-dihydro-3H-1,2,4-triazole-3,5-diones bearing fluorogenic residues at N-4
Read, Gordon,Richardson, Nigel R.
, p. 167 - 174 (2007/10/03)
A number of fluorescent 4,5-dihydro-3H-1,2,4-triazole-3,5-diones have been made. Intra-inter-electrophilic substitution by the triazoledione moiety on the activated naphthalene ring of 4-[6-(5-dimethylamino-1-naphthylsulfonamido)hexyl]-4,5-dihydro-3H-1,2,4- triazole-3,5-dione 4a3 leads to rapid decomposition. The dienophilicity of the triazoledione moiety in 4-pyren-1-yl-4,5-dihydro-3H-1,2,4-triazole-3,5-dione 4d is dramatically lowered by steric shielding. Insertion of a three-carbon spacer unit into the latter compound, to give the 3-pyren-1-ylpropyl analogue 4e, affords a valuable fluorogenic reagent for the analysis of trace levels of 1,3-dienes. Powdered barium manganate is shown to be an excellent solid-phase oxidant for conversion of urazoles into 1,2,4-triazole-3,5-diones.
