1151-14-0Relevant academic research and scientific papers
Highly Enantioselective Asymmetric Hydrogenation of Carboxy-Directed α,α-Disubstituted Terminal Olefins via the Ion Pair Noncovalent Interaction
Wen, Songwei,Chen, Caiyou,Du, Shuaichen,Zhang, Zhefan,Huang, Yi,Han, Zhengyu,Dong, Xiu-Qin,Zhang, Xumu
, p. 6474 - 6477 (2017)
The t-Bu-Wudaphos was successfully applied into Rh-catalyzed asymmetric hydrogenation of α,α-disubstituted terminal olefins bearing a carboxy-directed group with excellent reactivities and enantioselectivities via the ion pair noncovalent interaction (up to >99% conversion, 98% yield, 98% ee) under mild reaction conditions without base. In addition, control experiments were conducted, and the results demonstrated that the ion pair noncovalent interaction between ligand and substrate played an important role in achieving an outstanding performance in this asymmetric hydrogenation.
Friedel - gram acylating reaction method based on phthalic anhydride and aromatic alkyl compound
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Paragraph 0046-0056, (2021/09/08)
A part of a substituted alkylbenzene is used as a solvent and a reaction raw material for - gram acylating reaction, a part of a substituted alkylbenzene is dissolved in a reaction raw material phthalic anhydride and a chloroaluminate ionic liquid catalyst, and a residual part of a substituted alkylbenzene is added dropwise - to obtain - (2 - 4' - alkylbenzoyl) benzoic acid intermediate. 2 -position positioning selectivity of the method is higher, and the reaction production cost is low.
Synthesis method of 2-(4 '-ethylbenzoyl) benzoic acid
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Paragraph 0018-0028, (2020/10/20)
In order to prepare the 2-(4 '-ethylbenzoyl) benzoic acid which is low in chlorine content, capable of being industrially implemented, mild in production condition and relatively low in cost, the invention provides a synthesis method of the 2-(4'-ethylbenzoyl) benzoic acid. The synthesis method comprises the following steps: (1) adding nitrobenzene or nitromethane into ethylbenzene; (2) adding phthalic anhydride; (3) adding aluminum trichloride; (4) after the reaction is finished, adding a reaction solution into diluted hydrochloric acid or dilute sulfuric acid for hydrolysis; and (5) after the hydrolysis is finished, removing the water layer, distilling the solution after the water layer is removed by using water vapor, evaporating ethylbenzene and nitrobenzene, and filtering the remaining feed liquid to obtain the 2-(4 '-ethylbenzoyl) benzoic acid. According to the invention, the problems of high chlorine content and difficult solvent recovery in the product are solved, the reactionconditions are mild, and the temperature does not exceed 30 DEG C; meanwhile, the wastewater treatment difficulty is reduced, and the product cost is relatively low.
Method for synthesizing 2-alkylanthraquinone
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Paragraph 0017-0018, (2019/10/04)
The invention discloses a method for synthesizing 2-alkylanthraquinone. The method comprises the following steps: preparing a tert-butylanthraquinone intermediate BE acid from phthalic anhydride and alkylbenzene in the presence of a Lewis acid, carrying out dehydration ring closure by adopting a combined dehydrating agent composed of polyphosphoric acid and phosphorus pentoxide, pouring the obtained solution into ice water after the end of the ring closure I order to dilute the polyphosphoric acid to a certain concentration, adding xylene for extraction after water precipitation is finished, washing and concentrating the obtained extract to obtain a brown yellow block solid, and recrystallizing the solid to obtain the 2-alkylanthraquinone. The method of the invention the advantages of avoiding of using of fuming sulfuric acid and production of a large amount of dilute sulfuric acid in the phthalic anhydride method production process of anthraquinone, easily available raw materials, mild reaction conditions, easiness in application in industrial production, realization of continuous using of the byproduct phosphoric acid as the dehydrating agent after addition of phosphorus pentoxide, and good environmental protection meaning.
Preparation method of 2-ethylanthracene
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Paragraph 0024; 0029; 0034; 0039; 0044; 0049; 0054; 0059, (2018/06/26)
The invention discloses a preparation method of 2-ethylanthracene. The preparation method comprises the following steps: firstly, 2-(4-ethylbenzoyl) benzoic acid is prepared; then, 2-(4-ethylbenzoyl)benzoic acid is subjected to a reaction with concentrated sulfuric acid in a tubular reactor comprising a T-shaped mixer, a reactor A, a Y-shaped mixer, a reactor B and a separator, and 2-ethyl anthraquinone is prepared; finally, a strong ammonia solution as a reaction medium, crystalline copper sulfate as a catalyst, zinc powder as a reducing agent, and 2-ethyl anthraquinone as a raw material aresubjected to reflux reaction at 70-80 DEG C for 1-3 h, a reaction product is cooled to the room temperature after the reaction and is subjected to silica-gel column chromatography, and 2-ethylanthracene is prepared. The disclosed method is simple to operate, and the yield of the target product is high.
Method for preparing 2-alkyl anthraquinone by taking solid super acids as catalysts
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Paragraph 0028-0029, (2020/03/28)
The invention provides a method for preparing 2-alkyl anthraquinone by taking solid super acids as catalysts. The 2-alkyl anthraquinone (alkyl is straight or branched alkyl with the number of carbon atoms of 1-6) is obtained by adopting the solid super acids like perfluorinated sulfonic acid resin and heteropoly acid as the catalysts, taking 2-(4'-alkyl benzoyl) benzoic acid as a raw material andperforming acylated dewatering closed loop through Friedel-Crafts reaction. The method provided by the invention is characterized in that traditional smoking sulfuric acid catalysts are replaced by the solid super acids, so that the environment is friendly, and no waste acid is discharged; the operation process is simple, and the solid catalysts are easy to recover; therefore, the method is a green pollution-free new process.
Separating and purifying method for 2-(4-ethyl benzene formyl) benzoic acid
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Paragraph 0045; 0046; 0050; 0051, (2017/06/23)
The invention discloses a separating and purifying method for 2-(4-ethyl benzene formyl) benzoic acid (BE acid for short).An aqueous hydrochloric acid solution is adopted as a stripping agent, a reaction system with chlorobenzene as solvent for synthesizing the BE acid is washed at certain temperature, separated liquid stands after washing, organic phases obtained through separation are put at the low temperature to be cooled and crystallized, and by means of centrifugation and drying, BE acid crystals with high purity are obtained.The method is simple, operation is easy, alchlor in chlorobenzene can be completely removed, selectivity precipitation of the BE acid is achieved, the method can replace a traditional evaporation technology, the product yield and purity are high, the energy consumption is low, and the method is an ideal technology for separating and purifying the BE acid.
Method of catalytically synthesizing 2-(4-ethylbenzoyl)benzoic acid with silica-gel-supported cesium polyoxometalate
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Paragraph 0012, (2017/01/09)
The invention belongs to the technical field of synthetic chemical engineering, discloses a method of synthesizing 2-(4-ethylbenzoyl)benzoic acid and relates to preparation of a catalyst and preparation of 2-(4-ethylbenzoyl)benzoic acid. Phthalic anhydride and ethylbenzene are used as raw materials, ethylbenzene or dichloromethane is used as solvent, silica-gel-supported CS2.5H0.5PW12O40 is used as a catalyst, and reaction is carried out under certain conditions to prepare 2-(4-ethylbenzoyl)benzoic acid. The technical process is easy to operate, the product and the catalyst can be separated conveniently after reaction, the catalyst can be recycled, no wastewater is generated, and the method of preparing 2-(4-ethylbenzoyl)benzoic acid is environmentally friendly.
Synthesis and Biological Evaluation of New Phthalazinone Derivatives as Anti-Inflammatory and Anti-Proliferative Agents
Hameed, Alhamzah Dh.,Ovais, Syed,Yaseen, Raed,Rathore, Pooja,Samim, Mohammed,Singh, Surender,Sharma, Kalicharan,Akhtar, Mymona,Javed, Kalim
, p. 150 - 159 (2016/02/09)
The chemistry of phthalazine derivatives has been of increasing interest since many of these compounds have found many chemotherapeutic applications. So this study aims to synthesize a library of phthalazine derivatives and to investigate their anti-inflammatory and anti-proliferative activities. Sixteen new phthalazinone derivatives (2a-p) were synthesized and tested for their in vitro antiproliferative and in vivo anti-inflammatory activities. All the synthesized compounds were identified and characterized by IR, 1H NMR, 13C NMR spectroscopy, and MS. Two compounds, 2b and 2i, showed significant anti-inflammatory activity comparable with that of the standard drug etoricoxib in the carrageenan-induced rat paw edema model at 3 and 5 h, respectively. Three compounds (2h, 2j, and 2g) showed moderate sensitivity toward the renal cancer cell line UO-31. A library of new phthalazone compounds (2a-p) was synthesized as dual inhibitors (COX-2/LOX-5) and evaluated for their anti-inflammatory, anticancer activities. Two compounds showed significant anti-inflammatory activity comparable with that of the standard drug etoricoxib, whereas three compounds showed moderate sensitivity toward the renal cancer cell line UO-31.
The discovery of 1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones as a new class of respiratory syncytial virus (RSV) fusion inhibitors. Part 1
Bond, Silas,Draffan, Alistair G.,Fenner, Jennifer E.,Lambert, John,Lim, Chin Yu,Lin, Bo,Luttick, Angela,Mitchell, Jeffrey P.,Morton, Craig J.,Nearn, Roland H.,Sanford, Vanessa,Stanislawski, Pauline C.,Tucker, Simon P.
, p. 969 - 975 (2015/02/19)
Respiratory syncytial virus (RSV) is a major cause of respiratory tract infections in infants, young children and adults. Compound 1a (9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one) was identified as an inhibitor of A and B strains of RSV targeting the fusion glycoprotein. SAR was developed by systematic exploration of the phenyl (R1) and benzoyl (R2) groups. Furthermore, introduction of a nitrogen at the 8-position of the tricyclic core resulted in active analogues with improved properties (aqueous solubility, protein binding and log D) and excellent rat pharmacokinetics (e.g., rat oral bioavailability of 89% for compound 17).
