6797-13-3

Usage

InChI:InChI=1/C9H9NO/c1-2-9-10-7-5-3-4-6-8(7)11-9/h3-6H,2H2,1H3

Upstream product

• 95-55-6 2-amino-phenol 
• 107-12-0 propiononitrile 
• 51-19-4 2-aminophenol hydrochloride 
• 23997-77-5 1-(2-methoxy-phenyl)-propan-1-one oxime 
• 79-03-8 propionyl chloride 
• 802294-64-0 propionic acid 
• 71-23-8 propan-1-ol 
• 88-75-5 2-hydroxynitrobenzene 
• 78480-07-6 1-Azido-2-<<(Z)-1-propenyl>oxy>benzene 
• 124552-82-5 (Z)-2-<1',2',-bis(tert-butylthio)vinyl>benzoxazole 
• 4231-35-0 methyl(diethylamino)acetylene 
• 115-80-0 Triethyl orthopropionate 
• 18265-75-3 1-(2-hydroxy-phenyl)-propan-1-one oxime 
• 60978-38-3 o-Propionylamidophenyl-acetat 

Downstream Products

• 96549-23-4 N-(di-2-methyl-2-propenyl)-n-propyl-o-aminophenol 
• 96549-24-5 N-(di-1-methyl-2-propenyl)-n-propyl-o-aminophenol 
• 96549-22-3 N-(di-2-propenyl)-n-propyl-o-aminophenol 
• 102970-91-2 2-(2-benzoxazolyl)-3-(o-hydroxyanilino)-2-pentene 

Relevant academic research and scientific papers

Novel and efficient heterogeneous polymer supported copper catalyst for synthesis of 2-substituted Benzoxazoles from 2-Haloanilides

A novel polymer supported copper complex is prepared by the immobilization of copper iodide on chemically modified polyacrylonitrile and its application in heterogeneous catalysis is described. The catalyst was prepared by easy method via synthetic modification of Polyacrylonitrile (PAN) using ethylene diamine followed by the complexation with CuI. After characterization, this complex was explored as a green and efficient heterogeneous catalyst for the synthesis of 2-benzoxazoles from 2-haloanilides. The reaction was performed without adding additional ligand and the catalyst shows activity over a broad range of substrates with quantitative product yields. The catalyst was easily recovered by simple filtration and reused successfully for further cycle.

Method of preparing benzoxazole compound

The invention relates to a method of preparing a benzoxazole compound. According to the method, 2-aminophenol, olefin and carbon monoxide are used as reaction substrates, an organic solvent is used asa solvent, and the benzoxazole compound is prepared under the catalytic action of ruthenium-loaded metal oxide. The reaction process is as follows: adding an organic solvent, 2-aminophenol, olefin and a catalyst into a pressure vessel, introducing carbon monoxide, sealing, stirring, reacting at the temperature of not lower than 120 DEG C for not less than 0.5 hour, easily separating the catalystfrom the reaction system after the reaction, and recycling for many times, thereby obtaining the benzoxazole compound with the highest yield of 100%.

Metal free montmorillonite KSF clay catalyzed practical synthesis of benzoxazoles and benzothiazoles under aerobic conditions

An efficient method for the synthesis of benzoxazoles and benzothiazoles via montmorillonite KSF clay catalyzed condensation reaction between 2-aminophenols or 2-aminothiophenols and β-diketones is reported. The efficiency of the reaction reflects from the wide substrate scope with electronic differentiation on aryls. The reaction is metal free and proceeds without the exclusion of air or moisture, and further the catalyst can be recycled up to 3–5 catalytic cycles.

Synthesis of Highly Functionalized N,N-Diarylamides by an Anodic C,N-Coupling Reaction

We report an innovative, sustainable and straightforward protocol for the synthesis of N,N-diarylamides equipped with nonprotected hydroxyl groups by using electrosynthesis. The concept allows the application of various substrates furnishing diarylamides with yields up to 57 % within a single and direct electrolytic protocol. The method is thereby easy to conduct in an undivided cell with constant current conditions offering a versatile and short-cut alternative to conventional pathways.

Method for synthesizing benzoxazole through microwave radiation of benzamide compound in water phase

The invention discloses a method for synthesizing benzoxazole through microwave radiation of a benzamide compound in a water phase. The benzamide compound is added into the water phase under the microwave condition to be subjected to a cyclization reaction for generating the benzoxazole under the alkali condition, and the method for preparing the benzoxazole is environmentally friendly, easy and convenient to operate, safe, low in cost and efficient. Compared with the prior art, the method can be applied to a large number of functional groups, the yield is high, the number of by-products is small, and the method is easy to operate, safe, low in cost and environmentally friendly. (Please see the specifications for the formula).

Facile synthesis of 2-benzoxazoles via CuI/2,2'-bipyridine catalyzed intramolecular C–O coupling of 2-haloanilides

Development of newer methods for the synthesis of Benzoxazoles has of greater interest due to their wide range of biological activities and pharmaceutical importance. We herein report a facile and general method for the synthesis of 2-substituted Benzoxazoles via copper catalyzed intramolecular C–O cross-coupling of 2-haloanilides. A combination of CuI (5 mol%), 2,2'-bipyridine (10 mol%), Cs2CO3 (2 equiv.) in DMF solvent with 4 ? molecular sieves at 140 °C, illustrated the scope for tuning the reactivity of 2-haloanilides toward the selective formation of a series of 2-alkyl benzoxazole derivatives in moderate to good yields. This is the first systematic study using CuI/2,2'-Bipyridine as the catalytic system for the synthesis of 2-substituted Benzoxazoles. The outcome of the reaction was found to be significantly influenced by the aromatic and amide substituents of 2-haloanilides.

Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides

A switchable synthesis route is developed for benzo[d]oxazole derivatives and (2-hydroxylaryl)benzamide from 2-hydroxylbenzeneketoxime using organomolecules (BOP-Cl, and CNC) and Lewis acid cocatalyzed Beckmann rearrangement (BR) reaction. Further, this reaction is switched using different organocatalysts.

A benzoxazole derivative synthesis method

A synthetic method of benzoxazole derivative belongs to the technical field of organic chemistry synthesis. Raw material of a variety of o-hydroxyphenyl ketimines, an oxidant of iodobenzene diacetate and an additive of alkali are subjected to a simple process comprising one-step oxidation rearrangement, concentration and purification in a solvent at room temperature to obtain a product. This method has the characteristics of certain universality, mild reaction conditions, low production equipment requirement, simple technology, easily obtained raw materials, short reaction time and higher efficiency. Benzoxazole derivative products with high yield and good quality can be prepared by adopting the method of the invention; the method can be widely used in industrial production of benzoxazole derivatives; the products prepared by the method of the invention can be widely used as fluorescent whitening agents, dyeing agents, preservatives, rubber vulcanization accelerators and organic electroluminescent materials, as well as antistatic agent for the plastic films; therefore, the invention has good market application prospects.

2-substituted benzoxazole preparation method of compound

The invention relates to a preparing method of 2-substituted benzoxazole compounds. The compounds are obtained by reaction of products obtained by reaction of acyl chloride and o-nitrophenol or derivatives thereof under catalyzing of reducing agent ammonium formate, a solvent and palladium-containing agents. According to the method, the reaction condition is mild, environment is protected, raw materials are rich and easy to obtain, operation is easy, yield is high, and various kinds of performance are optimized.

Cu-Pd/γ-Al2O3 catalyzed the coupling of multi-step reactions: Direct synthesis of benzimidazole derivatives

The coupling of multi-step reactions catalyzed by a heterogeneous catalyst is an important path to accomplish some unconventional chemical transformations. Since the starting materials generated from previous steps were adsorbed on the catalyst, the activation energy of following steps was largely decreased, and thus the reaction conditions were more mild and environmental friendly. Catalyzed by a multifunctional Cu-Pd/γ-Al2O3 catalyst, the transfer hydrogenation and successive cyclization coupling reaction from o-nitroaniline and alcohol to afford benzimidazole derivatives in high yield was realized. The catalyst could be reused several times without loss of activity. The synergies of reforming hydrogenation of Cu-Pd bimetal and support acidity of γ-Al2O3 were responsible for this catalytic transformation.