775304-60-4

Basic information

• Product Name: Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester
• Synonyms: Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester;Methyl 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoate;3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-Benzoic acid Methyl ester;Ataluren impurity C
• CAS NO: 775304-60-4
• Molecular Formula: C₁₆H₁₁FN₂O₃
• Molecular Weight: 298.2685432
• Mol File: 775304-60-4.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester(775304-60-4)
• EPA Substance Registry System: Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester(775304-60-4)

Safety Data

• Hazardous Substances Data: 775304-60-4(Hazardous Substances Data)

Usage

General Description

The chemical "Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester" is a specific methyl ester derivative of benzoic acid that contains a 1,2,4-oxadiazole ring with a 2-fluorophenyl group attached. Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester is commonly used as an intermediate for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It may also have potential applications as a building block in medicinal chemistry research. Its unique structure and potential biological activity make it an interesting target for further study and exploration.

Upstream product

• 344412-41-5 methyl 3-((hydroxyimino)methyl)benzoate 
• 394-47-8 2-fluorobenzonitrile 
• 52178-50-4 Methyl 3-formylbenzoate 
• 619-21-6 m-formylphenyl benzoic acid 
• 1141475-82-2 3-(N-hydroxycarbamimidoyl)-benzoic acid methyl ester 
• 393-52-2 2-Fluorobenzoyl chloride 
• 912461-75-7 3-(N-2-fluorobenzoylamidino)benzoic acid methyl ester 
• 1141475-82-2 3-(N-hydroxyamidino)benzoic acid methyl ester 
• 67-56-1 methanol 
• 775304-57-9 ataluren 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 15676-11-6 3-(carbamimidoyl)benzoic acid methyl ester 
• 13531-48-1 methyl 3-cyanobenzoate 
• 1877-72-1 3-Cyanobenzoic acid 

Downstream Products

• 775304-57-9 ataluren 

Relevant articles and documents

Preparation method of Ataluren

The invention discloses a preparation method of Ataluren. The preparation method comprises an addition step in which under an alkaline condition, 3-cyanobenzoate reacts with hydroxylamine hydrochloride by using a first mixed solvent to obtain an intermediate as shown in a formula III, a condensation step in which in a first organic solvent, a condensation reaction is conducted on the intermediate shown in the formula III and o-fluorobenzoic acid to obtain an intermediate shown in a formula IV, a cyclization step in which in a second organic solvent, catalyzing is conducted by using Lewis acid, and intramolecular dehydration is conducted on the intermediate in the formula IV to obtain an intermediate in a formula V, and an ester hydrolysis step in which under an alkaline condition, ester hydrolysis is conducted on the intermediate in the formula V by using a second mixed solvent to obtain the product. Cheap raw materials are subjected to addition, condensation, cyclization and ester hydrolysis, the reaction conditions are mild, the process is simple, the cost is low, and industrial production is facilitated. Meanwhile, the solvent in the reaction process can be basically recycled, the synthesis cost is low, and the reaction environment is good; in addition, the purification operation is simple, and the total yield and the product purity of the target compound Ataluren are high.

Potassium Poly(Heptazine Imide): Transition Metal-Free Solid-State Triplet Sensitizer in Cascade Energy Transfer and [3+2]-cycloadditions

Polymeric carbon nitride materials have been used in numerous light-to-energy conversion applications ranging from photocatalysis to optoelectronics. For a new application and modelling, we first refined the crystal structure of potassium poly(heptazine imide) (K-PHI)—a benchmark carbon nitride material in photocatalysis—by means of X-ray powder diffraction and transmission electron microscopy. Using the crystal structure of K-PHI, periodic DFT calculations were performed to calculate the density-of-states (DOS) and localize intra band states (IBS). IBS were found to be responsible for the enhanced K-PHI absorption in the near IR region, to serve as electron traps, and to be useful in energy transfer reactions. Once excited with visible light, carbon nitrides, in addition to the direct recombination, can also undergo singlet–triplet intersystem crossing. We utilized the K-PHI centered triplet excited states to trigger a cascade of energy transfer reactions and, in turn, to sensitize, for example, singlet oxygen (1O2) as a starting point to synthesis up to 25 different N-rich heterocycles.

Metal-Catalyzed Synthesis of Functionalized 1,2,4-Oxadiazoles from Silyl Nitronates and Nitriles

The metal-catalyzed cycloaddition of silyl nitronates and nitriles leading to 1,2,4-oxadiazoles is described. Silver(I) triflate (AgOTf) and and ytterbium(III) triflate [Yb(OTf)3] are suitable catalysts. A variety of functional groups is tolerated in the nitrile. The reaction works well for alkenyl and aryl silyl nitronates while the use of alkyl silyl nitronates is less efficient. Mechanistic studies are in favour of an elimination of tert-butyl(dimethyl)silanol (TBSOH) after the cycloaddition step. The new approach has also been applied for the synthesis of the drug ataluren. (Figure presented.).