16112-24-6

Basic information

• Product Name: 1,2,4-Oxadiazole, 5-(4-methylphenyl)-3-phenyl-
• Synonyms: 3-phenyl-5-p-tolyl-[1,2,4]oxadiazole;3-(4-methyl)phenyl-5-phenyl-[1,2,4]oxadiazole;3-phenyl-5-(4-methylphenyl)-1,2,4-oxadiazole;1,2,4-Oxadiazole,5-(4-methylphenyl)-3-phenyl;3-Phenyl-5-p-tolyl-[1,2,4]oxadiazol
• CAS NO: 16112-24-6
• Molecular Formula: C15H12N2O
• Molecular Weight: 236.273
• Mol File: 16112-24-6.mol

Chemical Properties

• CAS DataBase Reference: 1,2,4-Oxadiazole, 5-(4-methylphenyl)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Oxadiazole, 5-(4-methylphenyl)-3-phenyl-(16112-24-6)
• EPA Substance Registry System: 1,2,4-Oxadiazole, 5-(4-methylphenyl)-3-phenyl-(16112-24-6)

Safety Data

• Hazardous Substances Data: 16112-24-6(Hazardous Substances Data)

Upstream product

• 873-67-6 benzonitrile oxide 
• 104-85-8 para-methylbenzonitrile 
• 622-42-4 1-nitro-1-phenylmethane 
• 1165952-91-9 cyclohexa-1,3-diene 
• 186665-01-0 3-phenyl-5-p-tolyl-1,2,4-oxadiazole-4-oxide 
• 201230-82-2 carbon monoxide 
• 613-92-3 N-hydroxyl-benzamidine 
• 99-94-5 p-Toluic acid 
• 100-47-0 benzonitrile 
• 106-42-3 para-xylene 
• 1670-14-0 benzamidine monohydrochloride 
• 624-31-7 4-tolyl iodide 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 13939-06-5 molybdenum hexacarbonyl 

Downstream Products

• 65965-65-3 4-[s-triazolo[1,5-a]pyrid-2-yl]-4'-(3-phenyl-1,2,4-oxadiazol-5-yl)-stilbene 
• 68699-90-1 3-{4-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-trans-styryl]-phenyl}-benzo[d]isoxazole 
• 72094-38-3 4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-benzaldehyde 
• 72093-55-1 5-{4-[2-chloro-4-(4,5-diphenyl-oxazol-2-yl)-trans-styryl]-phenyl}-3-phenyl-[1,2,4]oxadiazole 
• 72093-86-8 2-{3-chloro-4-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-trans-styryl]-phenyl}-benzooxazole 
• 72093-85-7 5-methyl-2-{4-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-styryl]-phenyl}-benzooxazole 
• 64893-57-8 2-{4-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-trans-styryl]-phenyl}-benzooxazole 
• 72094-15-6 5-{4-[4-(5-biphenyl-4-yl-[1,3,4]oxadiazol-2-yl)-2-chloro-trans-styryl]-phenyl}-3-phenyl-[1,2,4]oxadiazole 
• 72094-14-5 5-(4-{2-chloro-4-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-trans-styryl}-phenyl)-3-phenyl-[1,2,4]oxadiazole 
• 72094-13-4 5-(4-{2-chloro-4-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-trans-styryl}-phenyl)-3-phenyl-[1,2,4]oxadiazole 
• 72094-12-3 5-{4-[2-chloro-4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-trans-styryl]-phenyl}-3-phenyl-[1,2,4]oxadiazole 
• 72094-22-5 2-{3-chloro-4-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-trans-styryl]-phenyl}-2H-benzo[1,2,3]triazole 
• 72094-39-4 4-chloro-N-[4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-benzylidene]-aniline 
• 72094-37-2 5-(4-bromomethyl-phenyl)-3-phenyl-[1,2,4]oxadiazole 

Relevant articles and documents

Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles

Imidazole hydrochloride as an additive promotes the reaction of amidoximes and DMA derivatives to generated 3,5-disubstituted-1,2,4-oxadiazoles in low to excellent yields without the use of coupling reagents, oxidants, strong acids or bases and other additives.

Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: Importance of dual catalytic activity

A convenient and efficient process for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 2,4,6-triarylpyridines has been described using an inexpensive, environmentally benign, metal-free heterogeneous carbocatalyst, graphene oxide (GO). GO plays a dual role of an oxidizing agent and solid acid catalyst for synthesizing 1,2,4-oxadiazoles and triarylpyridines. This dual catalytic activity of GO is due to the presence of oxygenated functional groups which are distributed on the nanosheets of graphene oxide. A broad scope of substrate applicability and good sustainability is offered in this developed protocol. The results of a few control experiments reveal a plausible mechanism and the role of GO as a catalyst was confirmed by FTIR, XRD, SEM, and HR-TEM analysis.

Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization

A convenient and efficient method for the generation of the iminoxy radical through anodic oxidation was developed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles fromN-benzyl amidoximes. The transformation proceeds through 1.5-Hydrogen Atom Transfer (1,5-HAT) and intramolecular cyclization. The process features simple operation, mild conditions, broad substrate scope and high functional group compatibility, and provides a facile and practical way for the preparation of 1,2,4-oxadiazoles.

TBAI/TBHP-Catalyzed Synthesis of [1,2,4]Triazolo[4,3-a]pyridines and 3,5-Diaryl-1,2,4-oxadiazoles via Oxidative Cleavage of C=C Double Bond

Abstract: A simple and efficient protocol has been described for the synthesis of [1,2,4]triazolo[4,3-a]pyri-dines and 3,5-disubstituted-1,2,4-oxadiazoles by reacting 2-hydrazinylpyridine and benzamidoximes, respec-tively, with styrenes via TBAI/TBHP-mediated oxidative cleavage of C=C bond under ligand- and metal-free conditions.

Copper-Catalyzed Three-Component Cascade Reaction of Benzaldehyde with Benzylamine and Hydroxylamine or Aniline: Synthesis of 1,2,4-Oxadiazoles and Quinazolines

The analogous three-component synthesis strategy for substituted 1,2,4-oxadiazole and quinazoline derivatives from readily available benzaldehyde, benzylamine and hydroxylamine or aniline has been developed. Both the cascade reaction sequences involves nucleophilic addition of C?N bond, introduction a halogen donor, nucleophilic substitution and Cu(II)-catalyzed aerobic oxidation. This synthesis methodology demonstrated good yields, broad substrate scope and oxygen as a green oxidant. Thus, this synthesis protocol provides strategies for the construction of substituted 1,2,4-oxadiazole and quinazolines from readily and simple starting materials. (Figure presented.).

Manganese oxide nanoparticles supported on graphene oxide as an efficient nanocatalyst for the synthesis of 1,2,4-oxadiazoles from aldehydes

The easy synthesis of graphene oxide (GO)-supported manganese dioxide (MnO2) nanoparticles as a stable heterogeneous nanocatalyst (MnO2@GO) is described. This catalyst was investigated in the synthesis of 1,2,4-oxadiazoles from amido

NBS-mediated practical cyclization of N-acyl amidines to 1,2,4-oxadiazoles via oxidative N?O bond formation

A reaction involving an efficient NBS-mediated oxidative N?O bond formation has been established for the synthesis of 1,2,4-oxadiazoles from readily accessible N-acyl amidines. The features of this synthetic method include simplicity of operation, mild re

Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant

A simple base-mediated one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride has been developed, in which the aldehydes act as both substrates and oxidants. The reactions include three sequential

Synthesis of 1,2,4-Triazoles, N-Fused 1,2,4-Triazoles and 1,2,4-Oxadiazoles via Molybdenum Hexacarbonyl-Mediated Carbonylation of Aryl Iodides

A convenient and efficient protocol has been developed for the synthesis of 1,2,4-triazoles, N-fused 1,2,4-triazoles and 1,2,4-oxadiazoles using molybdenum hexacarbonyl where, for the first time, molybdenum hexacarbonyl acts as a convenient and reliable s

Copper-catalyzed direct synthesis of 1,2,4-oxadiazoles from amides and organic nitriles by oxidative N-O bond formation

Herein, we report the first Cu-catalyzed one-step method for the synthesis of 1,2,4-oxadiazoles from stable, less toxic, and readily available amides and organic nitriles by a rare oxidative N-O bond formation using O2 as sole oxidant. This met