55667-07-7

Upstream product

• 3717-21-3 p-methoxyl benzaldoxime 
• 68451-81-0 C₁₆H₁₆N₂O₄ 
• 188118-29-8 3,5-bis(4-methoxyphenyl)-1,2,4-oxadiazole 4-oxide 
• 1165952-91-9 cyclohexa-1,3-diene 
• 68451-81-0 O-p-Methoxybenzoyl-p-Methoxybenzamidoxim 
• 69305-79-9 N,N-diethylamino benzamidoxime 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 874-90-8 4-methoxybenzonitrile 
• 109-92-2 ethyl vinyl ether 
• 5373-87-5 4-methoxybenzamidoxime 
• 64-19-7 acetic acid 
• 16013-13-1 3-(4-methoxyphenyl)-1,2,4-oxadiazole 
• 696-62-8 para-iodoanisole 
• 75-05-8 acetonitrile 

Downstream Products

• 364595-09-5 3,5-bis(4-hydroxyphenyl)-1,2,4-oxadiazole 

Relevant academic research and scientific papers

The reaction of amidoximes with carboxylic acids or their esters under high-pressure conditions

3,5-Disubstituted 1,2,4-oxadiazoles were synthesized by the reaction of amidoximes with carboxylic acids or their esters under high-pressure conditions (10 kbar). The reaction proceeds without the use of other reagents or catalysts. Both aliphatic and aro

Palladium-Catalyzed, Silver-Assisted Direct C-5–H Arylation of 3-Substituted 1,2,4-Oxadiazoles under Microwave Irradiation

A direct C-5–H arylation of 3-substituted 1,2,4-oxadiazoles with aryl iodides in the presence of a palladium catalyst and silver acetate is reported. This method provides a rapid, reliable way to obtain versatile 3,5-diaryl-1,2,4-oxadiazole derivatives, which are common moieties of many biologically active molecules. The synthetic applications of this novel method have been demonstrated in the concise syntheses of Ataluren and a potent RET inhibitor Yhhu251. (Figure presented.).

Reaction of amidoximes with acetonitrile at high pressure

Reaction of amidoximes with acetonitrile giving 1,2,4-oxadiazoles occurs at 80-100 °C under a pressure of 10 Kbar without catalysts.

1,2,4-Oxadiazole 4-oxides as nitrones in 1,3-dipolar cycloaddition reactions to vinyl ethers

1,2,4-Oxadiazole 4-oxides display nitronic reactivity and selectivities identical to those of N-methyl-C-phenyl nitrone, which is a typical acyclic nitrone, affording comparable amounts of endo- and exo-5-alkoxyisoxazolidines. The exo stereoisomers undergo an easy rearrangement under the reaction conditions to yield oxadiazolinic esters. The structures of the adducts have been confirmed by X-ray structures and spectroscopic data. A donor p-methoxyphenyl at the nitronic carbon slows down the cycloaddition rate, while an acceptor p-nitrophenyl retards the rearrangement of the exo adduct. 1,2,4-Oxadiazole 4-oxides undergo 1,3-dipolar cycloaddition reactions with vinyl ethers to afford endo adducts and labile exo adducts that rearrange to oxadiazolinicesters. The structures of the isolated products were assigned on the basis of spectroscopic data and X-ray analyses. Copyright

One-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles directly from nitrile and hydroxylamine hydrochloride under solvent-free conditions using potassium fluoride as catalyst and solid support

A one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles with two identical substituents directly from the reaction of nitriles and hydroxylamine hydrochloride in the presence of potassium fluoride as catalyst and solid support under solvent-free condit

New one step synthesis of 3,5-disubstituted 1,2,4-oxadiazoles

(Chemical Equation Presented) Disubstituted 1,2,4-oxadiazoles have been synthesized in good yields and good purity in one pot procedure by reaction of aromatic nitriles, hydroxylamine hydrochloride and sodium carbonate in ethylene glycol under heating at

Hypervalent iodine in synthesis. 75. A convenient synthesis of oxadiazoles by palladium-catalyzed carbonylation and cyclization of diaryliodonium salts and amidoximes

3,5-Disubstituted-1,2,4-oxadiazoles were prepared in one-pot procedure in moderate yields via the palladium-catalyzed carbonylation of diaryliodonium salts with amidoximes under one atmosphere of carbon monoxide followed by intramolecular dehydrative cycl

Parallel synthesis of 1,2,4-oxadiazoles using CDI activation

1,2,4-Oxadiazoles have been prepared in parallel using 1,1'- carbonyldiimidazole (CDI) as a reagent for both formation and cyclodehydration of O-acyl benzamidoximes. The use of CDI facilitates parallel purification of the oxadiazole products by simple liquid-liquid extraction and filtration.

A photochemical generation of nitrosocarbonyl intermediates

Nitrosocarbonyl intermediates are photochemically generated from 1,2,4- oxadiazole-4-oxides and efficiently trapped with enes and dienes.

Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides

The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.