2491-89-6Relevant articles and documents
Synthesis, Characterization and Energetic Properties of 1,3,4-Oxadiazoles
Wang, Zuoquan,Zhang, Hong,Killian, Benjamin J.,Jabeen, Farukh,Pillai, Girinath G.,Berman, Heather M.,Mathelier, Michael,Sibble, Ashani J.,Yeung, Justin,Zhou, Wenfeng,Steel, Peter J.,Hall, C. Dennis,Katritzky, Alan R.
, p. 5183 - 5188 (2015/08/18)
An efficient cyclization between nitro-substituted benzoic acids and nitro-substituted benzohydrazides affords 1,3,4-oxadiazoles. Facile synthesis and a broad substrate scope produce a range of compounds, some of them with potential as high-energy compounds. Heats of formation (ΔHf) and densities (ρ) were calculated, and heats of decomposition (ΔHd) and combustion (ΔHc) were determined experimentally. The densities of seven of the synthesized compounds were determined by gas pycnometry, and the respective values of detonation velocity (VD), detonation pressure (PD) and specific impulse (ISP) were calculated using the EXPLO5 program. An X-ray structure of 2-(2,4-dinitrophenyl)-5-(3,5-dinitrophenyl)-1,3,4-oxadiazole (4n) revealed the non-planarity of the molecule and afforded a crystal density of 1.698 (at 120 K), close to the pycnometric value of 1.64 at room temperature. Efficient cyclization between nitro-substituted benzohydrazides and nitro-substituted benzoic acids affords energetic 1,3,4-oxadiazoles.
Electrosynthesis and screening of novel 1,3,4-oxadiazoles as potent and selective antifungal agents
Singh, Sushma,Sharma, Laxmi Kant,Saraswat, Apoorv,Siddiqui, Ibadur R.,Kehri, Harbans K.,Singh, Rana K. Pal
, p. 4237 - 4245 (2013/05/08)
The electrochemical oxidation of aldehyde-N-aroylhydrazone has been studied in the presence of NaClO4 as supporting electrolyte in MeOH solution using cyclic voltammetry and controlled potential electrolysis. The results indicate that intramolecular cyclization of aldehyde-N-aroylhydrazone has been successfully performed at a platinum electrode in an undivided cell with good yields of the corresponding 1,3,4-oxadiazoles at ambient conditions. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetry studies. The antifungal activity of the synthesized compounds was evaluated on Fusarium oxysporum, Alternaria solani, Candida albicans and Aspergillus niger. The results revealed that all the synthesized compounds have significant antifungal activity against the tested fungi. Among the synthesized derivatives 7b, 7d, 7g, 7h, 7i, 7j and 7r were found to be the most effective antifungal compounds. The Royal Society of Chemistry 2013.
An efficient one pot synthesis of 1,3,4-oxadiazoles
Tandon,Chhor
, p. 1727 - 1732 (2007/10/03)
Various 1,3,4-oxadiazoles have been synthesized in excellent yields by BF3·Et2O promoted cyclodehydration of 1,2-diacyl and diaroyl hydrazines prepared in situ from corresponding acid chlorides and hydrazine.