54608-83-2

Upstream product

• 192332-48-2 (Z)-4-nitrobenzamidoxime 
• 1613-86-1 N-hydroxy-4-nitrobenzamidine 
• 122-04-3 4-nitro-benzoyl chloride 
• 2574-03-0 p-nitrobenzonitrile oxide 
• 61713-82-4 3,5-bis(p-nitrophenyl)-1,2,4-oxadiazole 4-oxide 
• 619-72-7 4-nitrobenzonitrile 
• 108-30-5 succinic acid anhydride 
• 192332-48-2 N'-hydroxy-4-nitrobenzimidamide 
• 109-92-2 ethyl vinyl ether 
• 4231-71-4 1H-1,2,3-benzotriazol-1-yl-4-nitrophenylmethanone 
• 62-23-7 4-nitro-benzoic acid 
• 75-05-8 acetonitrile 
• 64-19-7 acetic acid 
• 58402-81-6 (Z)-4-nitrobenzohydroximoyl chloride 

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

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.

Synthesis and Properties of Energetic 1,2,4-Oxadiazoles

The synthesis and characterization of a series of 3,5-di-aryl-1,2,4-oxadiazoles are reported and the effects of nitro groups in the aromatic rings on the experimental heats of decomposition (ΔHd) and heats of combustion (ΔHc) are evaluated. Heats of formation (ΔHf) and densities (ρ) were calculated and correlations between ΔHd and ΔHf were assessed for these compounds. Experimental determination of ρ (by gas pycnometry) on a selection of the compounds led to the calculation of detonation velocity (VD), detonation pressure (PD) and specific impulse (ISP) parameters by the Explo 5 program. An X-ray analysis of compound (4i) confirmed the structure and showed a crystal density (at 120 K) close to that determined by gas pycnometry.

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

Improved microwave-mediated synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl) propionic acids and their larvicidal and fungal growth inhibitory properties

The synthesis of 3-(3-aryl-1,2,4-oxadiazol-5-yl)propionic acids from arylamidoximes and succinic anhydride under focused microwave irradiation conditions is described. The new synthetic method furnished the desired products in 2-3 min and good yields. Fur

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

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.

Organic Curing Agents for Polysulfide Sealants. III A Mechanistic Interpretation of the Thermal Degradation of Nitrile Oxide-Cured Polysulfide Sealants

Sealants obtained by cure of polysulfide liquid polymers with aryl bis(nitrile oxides) possess the thiohydroximic acid ester structural feature.Unexpectedly these materials were found to exhibit poor thermal stability: when heated at 60 deg they soften wi

THERMAL REACTIONS OF ARYLAMIDOXIMES

The effect of heat on arylamidoximes, 1a-g, has been examined.When acetic acid was used as solvent, amidoximes, 1a-g, provided three products, viz., 3,5-bis-aryl-1,2,4-oxadiazoles, 2a-g, 3-aryl-5-methyl-1,2,4-oxadiazoles, 3a-g, and a small quantity of an

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.