59646-37-6

Usage

Uses

Used in Organic Synthesis:
2,5-BIS(3-METHYLPHENYL)-1,3,4-OXADIAZOLE is used as a building block in organic synthesis for its ability to form stable and functionalized compounds, contributing to the development of new materials and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,5-BIS(3-METHYLPHENYL)-1,3,4-OXADIAZOLE is used as a key intermediate in the synthesis of biologically active compounds, due to its unique structure and properties that can enhance the therapeutic effects of drugs.
Used in Materials Science:
2,5-BIS(3-METHYLPHENYL)-1,3,4-OXADIAZOLE is used as a component in materials science for its potential applications in electronic and optoelectronic devices, leveraging its thermal stability and electronic properties to improve device performance and reliability.
Used in Polymer Synthesis:
As a building block in polymer synthesis, 2,5-BIS(3-METHYLPHENYL)-1,3,4-OXADIAZOLE is used to create polymers with specific properties, such as high thermal stability, which can be utilized in various industrial applications, including coatings, adhesives, and composite materials.

InChI:InChI=1/C16H14N2O/c1-11-5-3-7-13(9-11)15-17-18-16(19-15)14-8-4-6-12(2)10-14/h3-10H,1-2H3

Upstream product

• 99-04-7 m-Toluic acid 
• 1711-06-4 3-Methylbenzoyl chloride 
• 13050-47-0 3-methylbenzoyl hydrazine 
• 59646-36-5 N'-(3′-methylbenzoyl)-3-methylbenzohydrazide 
• 202273-27-6 C₁₇H₁₈N₄O₃ 

Downstream Products

• 2425-93-6 3,3'-(1,3,4-oxadiazole-2,5-diyl)dibenzoic acid 
• 2425-96-9 diethyl 3,3'-(1,3,4-oxadiazole-2,5-diyl)dibenzoate 

Relevant academic research and scientific papers

One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives

A solvent-free solid state method has been developed to synthesize three series of substituted azole derivatives (including 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole) in high yields by condensation cyclization of N,N′-bishydrazide derivatives with corresponding cyclization agents, respectively. This general method avoids the use of organic solvents, saves cost and resources, simplifies post-processing and increases reaction rates. These compounds have been fully characterized by 1H NMR, 13C NMR, elemental analysis and MS. The structure of 2,5-di (4-tertbutylphenyl)-1,3,4-oxadiazole has been determined by single crystal X-ray diffraction analysis. The cell parameters are as follows: monoclinic crystal system, Cc space group, a = 18.735 (2) ?, b = 6.3375 (8) ?, c = 16.824 (2) ? and α = γ = 90°; β = 98.292 (2). The electronic absorption and fluorescent properties of these compounds have been systematically investigated for the first time. The relationships between heterocyclic structures and photophysical properties have been discussed. The alteration of emission and absorption wavelengths can be elucidated by hybrid atoms' electronegativity and Substituents' Hammett constants. This approach proposes a novel insight to provide a great number of novel substituted azole derivatives with good photophysical properties by a general green method.

Synthesis method of 2,5-disubstituted-1,3,4-oxadiazole

The invention discloses a synthesis method of a drug intermediate, namely, 2,5-disubstituted-1,3,4-oxadiazole. 2,5-disubstituted-1,3,4-oxadiazole is synthesized with a one-pot method under the photocatalytic action with simple hydrazide compounds as raw materials. 2,5-disubstituted-1,3,4-oxadiazole can be produced through a reaction at the room temperature with a common halogen lamp as a light source, eosinY as a catalyst, potassium carbonate as an additive and ethanol as a solvent. The method has the characteristics that the raw material source is simple, the reaction condition is mild and the like.

Efficient oxidative cyclisation of acid hydrazides to 2,5-disubstituted 1,3,4-oxadiazoles catalysed by Bu4NI with t-BuOOH as oxidant

Acid hydrazides or araldehyde N-acylhydrazones can be converted in good yields to, respectively, symmetrical or unsymmetrical, 2,5-disubstituted 1,3,4-oxadiazoles at 60 °C by a Bu4NI-catalysed procedure which requires the presence of a base and 2.5 equiv. of t-butyl hydroperoxide.

A new efficient one-pot synthesis of 2,5-diaryl-1,3,4-oxadiazoles

Symmetrically substituted 2,5-diaryl-1,3,4-oxadiazoles have been prepared in 81-92% yields by a new direct one-pot synthesis from arenecarboxylic acids, hydrazine dihydrochloride, anhydrous phosphoric acid and sodium borohydride in the absence of a solvent at 170-180°C for 5-6h.

Rapid synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under microwave irradiation

A number of symmetrically 2,5-disubstituted 1,3,4-oxadiazoles are quickly prepared by the reaction of aromatic acids with hydrazine dihydrochloride in a mixture of orthophosphoric acid and phosphorus pentoxide under microwave irradiation.

A new synthesis of symmetrical 2,5-disubstituted 1,3,4- oxadiazoles

Several new 2,5-disubstituted 1,3,4-oxadiazoles have been synthesized in good yields by reaction of aromatic acids with hydrazine dihydrochloride in a mixture of orthophosphoric acid, phosphorus pentoxide and, in general, with addition of phosphorus oxychloride to the reaction mixture. The structures of new oxadiazoles derivatives were confirmed by analytical and spectral data.

Polyphosphoric acid and anhydrous aluminium chloride catalysed novel rearrangements of 1,5-diaroylcarbohydrazides

1,5-Diaroylcarbohydrazides 1 on reaction with polyphosphoric acid (PPA) at 150 deg C for 15 min undergo an interesting rearrangement to afford 2,5-diaryl-1,3,4-oxadiazoles 2. However, the reaction of 1 with anhydrous aluminium chloride yields 1,2-diaroylhydrazines 3.

The Synthesis Of (1,3,4-Oxadiazole-2,5-Diyl) Dibenzoic Acids and Their Thiadiazole Analogues

The title compounds are best prepared by oxidation of the corresponding 2,5-ditolyl-1,3-4-oxadiazole or -thiadiazole, and are most easily characterised by the 13C n.m.r. spectra of their di-potassium salts.

Scintillator composition

A new scintillator composition, consisting essentially of di-m-methylphenyl-1,3,4-oxadiazole, or 2,5-di-m-tolyl-1,3,4-oxadiazole, is prepared by reacting m-toluoyl chloride with hydrazine to form di-m-toluoyl hydrazine which, in turn, is reacted with thio