14224-99-8

Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-4,5-DIPHENYLOXAZOLE is used as an intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure and properties, contributing to the development of new drugs.
Used in Agrochemical Industry:
2-METHYL-4,5-DIPHENYLOXAZOLE is utilized in the production of agrochemicals, serving as a key component in the formulation of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Dye Industry:
2-METHYL-4,5-DIPHENYLOXAZOLE is used as a dye, taking advantage of its color properties to create a range of dyes for various applications, including textiles and other industrial processes.
Used in Organic Synthesis:
As a versatile building block, 2-METHYL-4,5-DIPHENYLOXAZOLE is used in organic synthesis for the creation of complex organic molecules, facilitating the development of new chemical entities and materials.
Used as a Fluorescent Dye in Biological Research:
2-METHYL-4,5-DIPHENYLOXAZOLE is employed as a fluorescent dye in biological staining and imaging applications, allowing researchers to visualize and study cellular structures and processes with high specificity and sensitivity.
Used in Chemical Analysis:
2-METHYL-4,5-DIPHENYLOXAZOLE is used as a fluorophore in research and development for biological and chemical analysis, providing a means to detect and quantify target molecules or substances with enhanced sensitivity and selectivity.

InChI:InChI=1/C16H13NO/c1-12-17-15(13-8-4-2-5-9-13)16(18-12)14-10-6-3-7-11-14/h2-11H,1H3

Upstream product

• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 75-05-8 acetonitrile 
• 62398-10-1 2-acetoxy-2-phenylacetophenone 
• 631-61-8 ammonium acetate 
• 64-19-7 acetic acid 
• 3469-17-8 2-diazo-1,2-diphenylethan-1-one 
• 451-40-1 phenyl benzyl ketone 
• 26306-06-9 (E)-benzyl phenyl ketoxime 
• 122745-21-5 benzenetellurinyl trifluoromethanesulfonate 
• 501-65-5 diphenyl acetylene 
• 2187-27-1 N-(1-hydroxy-2-oxo-2-phenylethyl)acetamide 
• 71-43-2 benzene 
• 7664-93-9 sulfuric acid 
• 60-35-5 acetamide 

Downstream Products

• 2818-82-8 2-methyl-4,5-diphenyl-1H-imidazole 
• 21511-90-0 N-(1,2-diphenylethyl)acetamide 
• 101081-84-9 4,5-dichloro-4,5-diphenyl-2-trichloromethyl-4,5-dihydro-oxazole 
• 114618-69-8 2-(2-benzo[1,3]dioxol-5-yl-vinyl)-4,5-diphenyl-oxazole 
• 102545-79-9 2-[2-(4,5-diphenyl-oxazol-2-yl)-vinyl]-phenol 
• 94205-73-9 2-methyl-5-(4-nitro-phenyl)-4-phenyl-oxazole 
• 92856-40-1 4-(2-methyl-4-phenyl-oxazol-5-yl)-benzenesulfonic acid 
• 94460-44-3 4,4'-(2-methyl-oxazole-4,5-diyl)-bis-benzenesulfonamide 
• 81819-14-9 (4,5-diphenyloxazol-2-yl)methyl bromide 
• 76346-85-5 3-(2-Methyl-4,5-diphenyloxazolyl)cyclohexan-1-one 
• 93953-47-0 2-(4-[1,3]Dioxolan-2-yl-butyl)-4,5-diphenyl-oxazole 
• 20662-96-8 2-n-pentyl-4,5-diphenyloxazole 
• 89004-09-1 2-(3-oxobutyl)-4,5-diphenyloxazole 
• 89004-10-4 2-(2-oxocyclohexyl)-4,5-diphenyloxazole 

Relevant academic research and scientific papers

A NEW SYNTHESIS OF OXAZOLES

Oxazoles are prepared from the ketoximes in a single pot sequence.

Efficient synthesis of multi-substituted oxazoles under solvent-free microwave irradiation

A new and efficient method for the synthesis of multi-substituted oxazoles from various carbonyl compounds has been developed using sequential treatment of carbonyl compounds with HDNIB and amides such as acetamide or benzamide under solvent-free microwave irradiation conditions.

Synthesis of 2-substituted 4,5-diphenyloxazoles under solvent-free microwave irradiation conditions

A novel method for the direct conversion of deoxybenzoin into 2-alkyl-4,5-diphenyloxazoles and 2-aryl-4,5-diphenyloxazoles has been developed using treatment of HTIB and nitriles under solvent-free microwave irradiation conditions. Copyright Taylor & Fran

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Iron-Catalyzed Cycloaddition of Amides and 2,3-Diaryl-2 H-azirines to Access Oxazoles via C-N Bond Cleavage

A novel and efficient iron-catalyzed cycloaddition reaction using readily available 2,3-diaryl-2H-azirines and primary amides is reported. A wide range of trisubstituted oxazoles could be achieved in good yields with good functional group compatibility. In this transformation, two C-N bonds were cleaed and new C-N and C-O bonds were formed.

Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins

A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).

Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles

The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.

Metal-free syntheses of oxazoles and their analogues based on λ3-iodane-mediated cycloisomerization/functionalization reactions or [2+2+1] cycloaddition type reactions

As a metal-free construction of oxazoles and furans concomitant with the introduction of oxygen functional groups or fluorine atoms into the side chains, we have developed λ3-iodane-mediated cycloisomerization/functionalization reactions of propargyl compounds. In these reactions, aryl- λ3-iodane ArI(X)Y works not only as a donor of heteroatomic functional groups but also as an activator of carbon-carbon triple bonds. Therefore, this methodology is not required any transition metal catalysts, which are frequently used in previous methods. Furthermore, this methodology can be extended to λ3-iodane-mediated [2+2+1] cycloaddition type reactions of alkynes, nitriles and heteroatoms for metal-free formation of oxazoles and imidazoles.

Synthesis of Extended Oxazoles III: Reactions of 2-(Phenylsulfonyl)methyl-4,5-diaryloxazoles

2-((Phenylsulfonyl)methyl)-4,5-diphenyloxazole is a useful scaffold for synthetic elaboration at the 2-methylene position thereby affording extended oxazoles. The corresponding α-sulfonyl anion reacts smoothly with diverse alkyl halides giving monoalkylated (47-90%), dialkylated (50-97%), and cyclic (59-93%) products. The reductive desulfonylation of the monoalkylated and selected dialkylated products was optimized with a magnesium/mercuric chloride reagent system and afforded desulfonylated products in the range of 66-97%. The anti-inflammatory Oxaprozin was prepared using the α-sulfonyl carbanion strategy along with optimized desulfonylation.