2492-00-4

Usage

Type of compound

oxadiazole (five-membered heterocyclic ring containing an oxygen atom and two nitrogen atoms)

Appearance

white to off-white crystalline solid

Solubility

insoluble in water

Uses

building block in the synthesis of pharmaceuticals, agrochemicals, and materials science applications

Potential use

anti-tuberculosis agent

Thermal stability

high

Versatility

versatile intermediate in organic synthesis

Interest

researchers and industries in various fields

InChI:InChI=1/C14H6Cl4N2O/c15-7-1-3-9(11(17)5-7)13-19-20-14(21-13)10-4-2-8(16)6-12(10)18/h1-6H

Upstream product

• 5814-06-2 2,4-dichlorobenzohydrazide 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 23289-04-5 2,4-dichloro-benzaldehyde (2,4-dichloro-benzoyl)-hydrazone 

Relevant academic research and scientific papers

Electrochemical oxidation of aldehyde-N-arylhydrazones into symmetrical-2,5-disubstituted-1,3,4-oxadiazoles

A convenient, efficient and one-pot synthesis of chemically and pharmaceutically interesting symmetrical-2,5-disubstituted-1,3,4-oxadiazoles is reported. The protocol involves anodic oxidation of aldehyde-N-arylhydrazones in anhyd. MeCN-LiClO4. Constant potential electrolysis carried out in an undivided cell and platinum electrodes leads to the formation of the corresponding oxadiazoles under ambient condition and the mechanism was deduced from voltammetry studies. The reaction proceeded smoothly with high atom economy. Springer Science+Business Media Dordrecht 2013.

Facile synthesis of symmetric and unsymmetric 1,3,4-oxadiazoles using 2-acyl(or aroyl)pyridazin-3-ones

Symmetric and unsymmetric 1,3,4-oxadiazoles were synthesized in situ from hydrazine hydrate and the corresponding 2-acyl-4,5-dichloropyridazin-3-ones as acylating agents in polyphosphoric acid or BF3·OEt2 in excellent yields.