13273-58-0

Upstream product

• 33341-64-9 N-Chloro-4-chlorobenzamide 
• 16188-13-9 β-imino-β-(p-anisyl)propionitrile 
• 68451-78-5 C₁₅H₁₃ClN₂O₃ 
• 201230-82-2 carbon monoxide 
• 5033-28-3 4-chlorobenzamidoxime 
• 115298-63-0 phenyl(4-methoxyphenyl)iodonium triflate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 623-03-0 4-Cyanochlorobenzene 

Downstream Products

• 748771-38-2 4-[3-(4-chloro-phenyl)-[1,2,4]oxadiazol-5-yl]-phenol 

Relevant academic research and scientific papers

Mild and efficient one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from nitriles mediated by K 3PO 4

Potassium phosphate, K3PO4, has been proved to be a cheap, strong, and efficient reagent for the one-pot synthesis of 3,5-disubstituted-1,2,4-oxadiazoles from nitriles and acid chlorides under mild conditions. [Supplementary material

Magnesia-supported hydroxylamine hydrochloride in the presence of sodium carbonate as an efficient reagent for the synthesis of 1,2,4-oxadiazoles from nitriles

An efficient one-pot method has been developed for the synthesis of 1,2,4-oxadiazoles through a one-pot reaction of nitriles with hydroxylamine hydrochloride in the presence of magnesia-supported sodium carbonate followed by reaction with acyl halides under solvent-free conditions using microwave irradiation. This method is easy, rapid and good yielding.

Synthesis and structure-activity relationships of 3,5-diarylisoxazoles and 3,5-diaryl-1,2,4-oxadiazoles, novel classes of small molecule interleukin-8 (IL-8) receptor antagonists

A novel series of 3,5-diarylisoxazole and 3,5-diaryl-1,2,4-oxadiazole IL-8 inhibitors has been identified. These compounds exhibit activity in an IL-8 binding assay as well as in a functional assay of IL-8 induced elastase release from neutrophils. In add

Palladium-catalyzed carbonylative coupling of hypervalent iodonium salts with amidoximes: Synthesis of oxadiazoles

Aryl-substituted oxadiazoles have been synthesized in one-pot procedure by the palladium-catalyzed carbonylative coupling of hypervalent iodonium salts with amidoximes under atmospheric pressure of carbon monoxide.

CYCLIZATION AND ACID-CATALYZED HYDROLYSIS OF O-BENZOYLBENZAMIDOXIMES

Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media.It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1percent solutions of mineral acids.Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed.From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid.The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.

The Reaction of para-Substituted β-Aminocinnamonitriles with Benzonitrile Oxides

β-Aminocinnamonitrile para-substituted by electron-withdrawing groups (5a,b) with benzonitrile oxides (2) give the expected cycloadducts (6) to the C-N triple bond.The p-methyl derivative (5c) behaves similarly, but the yields are smaller.Reactions of (2) with derivatives para-substituted by electron-donating groups (5d,e) give two bis-adducts, the structures of which have been elucidated.