Category: 6292-59-7

6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4-(tert-Butyl)benzenesulfonamide

General procedure: Under the argon atmosphere, a Schlenk tube (15 mL) equipped with a magnetic bar was loaded with the sulfonamide 1 (0.5 mmol), sodium arylsulfinates 2 (0.6 mmol, 1.2 equiv.), Pd(MeCN)2Cl2 (6.5 mg, 5 molpercent) and AgOAc (166.9 mg, 1.0 mmol) in one portion. Then, the mixture of 1,4-dioxane/DMSO (3.5 mL in a 9:1 ratio) was added to obtain a clear solution and the reaction mixture was allowed to stir at 120 ¡ãC for 24 h. After cooling to room temperature, the mixture was filtered through a short celite pad and washed with dichloromethane (15 mL 3). The filtrate was concentrated and the oily crude product was purified by column chromatography using silica gel (200-300 mesh) as stationary phase and a petroleum ether and ethyl acetate (3/1) as eluent to give the N-aryl sulfonamides 3 in noted yields.

The synthetic route of 6292-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Zijian; Lian, Yan; Zhao, Chang; Wang, Bing; Synthetic Communications; vol. 48; 12; (2018); p. 1436 – 1442;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 6292-59-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6292-59-7 name is 4-(tert-Butyl)benzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step-A: 4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyridinyl]benzene sulfonamide potassium salt (potassium salt of (IV)) 4,6 dichloro-5-(2-methoxybenzyl)-2,2-bipyrimidine (II) (100 g, 0.286 moles) and anisole (1250 ml) were placed in a reaction flask. Potassium carbonate (79 g, 0.572 moles) was added and reaction mass was stirred for 15 minutes. 4-tert-butylbenzenesulphonamide (III) (213 g, 0.286 moles) was added to reaction mass and heated to 140 C. for three hours. After completion of reaction the reaction mass was brought to room temperature and poured into purified water. The solid product was filtered off, washed with THF and dried to afford 4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyridinyl]benzene sulfonamide potassium salt. (161 g, yield 96.2% , purity by HPLC: 99.7%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(tert-Butyl)benzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Natco Pharma Limited; Kompella, Amala Kishan; Kasa, Srinivasu; Balina, Veera Swamy; Kusumba, Subhash; Adibhatla, Kali Satya Bhujanga Rao; Nannapaneni, Venkaiah Chowdary; US2013/245259; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 6292-59-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6292-59-7 name is 4-(tert-Butyl)benzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: In air, a 10 mL of dried Schlenk tube was charged with azoxybenzene (1a; 79.2 mg, 0.40 mmol), TsNH2 (2a; 102.6 mg, 0.60 mmol), [Cp*Rh- Cl2]2 (3.1 mg, 0.005 mmol), AgSbF6 (13.7 mg, 0.04 mmol), and PhI(OAc)2 (193.2 mg, 0.60 mmol). Then the freshly distilled 1,2-dichloroethane (1.0 mL) was injected into the Schlenk tube. The reaction tube was placed in an oil bath and stirred at 80 ¡ãC for 16 h; then it was cooled to r.t. and the reaction completion was checked by TLC. H2O (10.0 mL) was subsequently added to the reaction mixture and extracted with CH2Cl2 (3 5.0 mL). The organic layers were combined, dried (MgSO4), and concentrated under reduced pressure to yield the crude product, which was further purified by flash chromatography (silica gel, PE/EtOAc 9:1 ? 5:1, v/v), affording the product 3a as a pale yellow solid (120.4 mg, 0.33 mmol, 82percent);

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(tert-Butyl)benzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Article; Li, Hongji; Deng, Hong; Synthesis; vol. 49; 12; (2017); p. 2711 – 2720;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6292-59-7

General procedure: A Schlenk tube with a magnetic stir bar was charged with [RhCp*Cl2]2 (7.8 mg, 12.5 mumol), AgSbF6 (17.2 mg, 50 mumol), PhI(OAc)2 (120.4 mg, 0.375 mmol), NaOAc (6.2mg, 75 mumol), 8-methylquinoline derivative 1 (0.50 mmol), amide 2 (0.25 mmol), and DCM (1.0 mL) under an N2 atmosphere. The resulting mixture was stirred at room temperature for 48 h and then diluted with 3 mL of dichloromethane. The solution was filtered through a celite pad and washed with 10-20 mL of dichloromethane. The filtrate was concentrated and the residue was purified by column chromatography on silica gel to provide the desired product.

According to the analysis of related databases, 6292-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Xiaolei; You, Jingsong; Chemistry Letters; vol. 44; 12; (2015); p. 1685 – 1687;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, A new synthetic method of this compound is introduced below., Formula: C10H15NO2S

Example 3Preparation of 4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-4-pyrimidinyl]benzene sulfonamide potassium salt using Acetone as a solvent and potassium hydroxide as a base; Acetone (45.0 ml), Potassium hydroxide (1.13 gm) and 4-tert-butylbenzenesulphonamide (1.65 gm) were added at 30 C. and stirred for 5 minutes. 4,6-dichloro-5-(2-methoxyphenoxy)-2,2′-bipyrimidine (3.0 gm) was added at 30 C. and the temperature of the reaction mass was raised to reflux. The reaction mass was stirred at reflux for 6.5 hrs. The reaction mass was cooled gradually to room temperature. Acetone was distilled out from the reaction mass under vacuum below 40 C. Water (30.0 ml) was added to the reaction mass at room temperature and the resulting mass was stirred for 3.0 hrs. The precipitated solid was filtered, washed with water (2¡Á3.0 ml) and dried under vacuum at 55-60 C. for 6.0 hrs to obtain 4.04 gms of 4-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)-4-pyrimidinyl]benzene sulfonamide potassium salt. (% Yield: 89%)MS of solid: 564.1 (M+H), 548.1, 514.2, 434.1, 370.0, 352.1, 340.0, 324.1, 249.2, 237.1, 197.6, 182.9

The synthetic route of 6292-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANDOZ AG; US2012/136015; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 6292-59-7, These common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a solution of substituted acetophenone (72.4mmol) 10 in CH3CN (100mL), Br2 (11.57 g, 72.4 mmol) in CH3CN (20 mL) was addeddropwise. The reaction was stirred at room temperature overnight. Solvent wasconcentrated in vacuum and the residue was diluted with ethyl acetate (150 mL)and washed with brine. The organic layer was dried over anhydrous Na2SO4and evaporated. The resulting solid was triturated with cyclohexane (50 mL) andfiltrated to give alpha-bromoacetophenone 11as a white solid. The aqueous solution of NaN3 (4.71 g, 72 mmol) wasadded to the solution of 11 (60mmol) in CH3OH (80 mL) with stirring and cooling. After 4 h, 200 mLwater was added and a large amout of white precipitate was formed. Compound 12 was obtained by filtration. A mixture of 12 (26.3 mmol), hydrochloric acid (7.98 g, 78.8 mmol) and thecatalytic amount of Pd/C was stirred at room temperature under H2 (1atm) overnight. Solvent was separated from Pd/C by filtration through Celite.The solvent was removed and the resulting residue was triturated with ethylacetate (10 mL) and filtrated to give compound 13. A mixture of 14(29.1 mmol), EDCl (7.5 g, 39.67 mmol), HOBT (5.5 g, 39.67 mmol)and N-methylmorpholine (10.5 g, 105.80 mmol) in anhydrous CH2Cl2(50 mL) proceeded with stirring and cooling for 30 min. The reaction was addedby 13 and stirred at roomtemperature for 10 h. The white solid formed was filtrated to give part ofphenylacetamide 15. The filtrate was washed with waterand dried over anhydrous Na2SO4 and evaporated. Theresidue was chromatographed to give another part of 15. Et3N (10.55 g, 104.38 mmol) was added to asuspension of 15 (12.28 mmo) inacetic anhydride (15.65 g, 153.51 mmol) under nitrogen atmosphere at 0 ¡ãC. The mixture was stirred at 75 for 4 h and concentrated in vacuum. Water and CH2Cl2were added to the residue, and the organic layer was separated, washed withbrine, dried over anhydrous Na2SO4 andconcentrated. The resulting residue was triturated with diethyl ether (20 mL)and filtrated to give 16. To asuspension of 16 (21.87 mmol) inanhydrous CH3OH (120 mL), 28percent sodium methoxide in CH3OH(4.76 g, 22.97 mmol) was added slowly under nitrogen atmosphere at 0 ¡ãC. Thereaction was stirred at the same temperature for 1 h and acetic acid (1.48 g,22.97 mmol) was added slowly. The mixture was concentrated in vacuum and theresidue was diluted with CH2Cl2. The organic layer waswashed with water, dried over anhydrous Na2SO4 andconcentrated in vacuum. The resulting solid was triturated with diethyl ether(30 mL) and filtrated to give 17 as a pale yellow solid. NaH (0.13 g,3.25 mmol) was added to the solution of 17(1.28 mmol) in anhydrous DMF (5 mL) at 0 ¡ãC. The reaction was stirred at the sametemperature for 30 min, diluted with ethyl acetate (100 ml) and washed withwater (3 ¡Á 30 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated todryness. 18 was obtained by a silicagel column chromatography as a yellow solid. A mixture of 18 (4.96 mmol), K2CO3 (0.69 g, 4.96 mmol),TBAB (0.16 g, 0.5 mmol) and 1,4-dibromobutane (4.28 g, 19.84 mmol) in CH3CN(20 mL) was stirred at 45 ¡ãC. The solvent was removed and the residue was diluted withethyl acetate (100 mL) and washed with water (3¡Á 30 mL). Theorganic layer was dried over anhydrous Na2SO4and concentrated. Intermediate 19was obtained by a silica gel column chromatography. To a solution of 19 (0.37 mmol) in CH3CN (5mL) were added KI (0.11 g, 0.75 mmol), K2CO3 (0.093 g,0.56 mmol) and substituted aromatic sulfonamide (0.56 mmol ). The reaction wasstirred in the refluxing CH3CN overnight. The solvent wasconcentrated and the residue was diluted with ethyl acetate (50 mL) and washed withbrine. The organic layer was dried over anhydrousNa2SO4 and concentrated in vacuum followed by a silicagel column chromatography to yield compounds 20a-m.

The synthetic route of 6292-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yuan, Xinrui; Lu, Peng; Xue, Xiaojian; Qin, Hui; Fan, Chen; Wang, Yubin; Zhang, Qi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 849 – 853;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 6292-59-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of glucal (1 equiv.) and N-nucleophile (1.1 equiv.) inanhydrous 1,2-dichloroethanne (2 mL/mmol) under an atmosphere of argon was added Zn(OTf)2 (10 molpercent) at 40?C. The reaction mixture was stirred untilthe complete consumption of the starting material (glycal). The solvent wasfiltered and concentrated in vacuo, and the crude residue was redissolved indichloromethane and loaded on a silica gel column. The product was purified by silica gel column chromatography using hexane/EtOAc as the eluent to affordthe 2,3-unsaturated N-glycosides. All of the products were confirmed by1H NMR, 13C NMR, and MS/HRMS spectroscopy and compared with that of literature data; characterization data of new products are outlined in the experimentalsection

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-(tert-Butyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Reddy, Thurpu Raghavender; Battina, Suresh Kumar; Kashyap, Sudhir; Journal of Carbohydrate Chemistry; vol. 34; 3; (2015); p. 133 – 144;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6292-59-7 as follows.

p-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)[2,2′-bipyrimidin]-4-yl] benzene sulfonamide potassium salt compound of formula-7b: To a solution of 4-tert-butyl benzene sulfonamide compound of formula-6 (48 g) in toluene (600 ml), potassium carbonate (35 g) and tetra butyl ammonium bromide (10 g) was added and the reaction mixture was heated to 500C. A solution of 5-(2- methoxyphenoxy)-2-(2’pyrimidinyl)-4,6-dichloro ‘ pyrimidine compound of formula-5 (60 g) in toluene (1200 ml) was added slowly to the reaction mixture and it was refluxed using dean stark apparatus for 10 hrs. The reaction mixture was cooled to 25C.The solid obtained slurried in water and then filtered, washed with water and then dried to get the title compound. Yield: 90 gTo a solution of 4-tert-butyl benzene sulfonamide compound of formula-6 (61.3 grams) in toluene (1500 ml), potassium carbonate (77.93 grams) and tetra butyl ammonium bromide (2.77 grams) was added and the reaction mixture was heated to 50C. A solution of 5-(2-methoxyphenoxy)-2-(2’pyrimidmyl)-4,6-dichloro pyrimidine compound of formula-5a (100 grams) in toluene (1500 ml) was added slowly to the reaction mixture and it was refluxed for 10 hrs. The reaction mixture was cooled to 25C.The solid obtained was filtered and made slurry in water. The solid was filtered, washed with water followed by acetonitrile and dried. Yield: 116 grams, HPLC purity: 99.3%, MR: 202-205C.

According to the analysis of related databases, 4-(tert-Butyl)benzenesulfonamide, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MSN LABORATORIES LIMITED; WO2009/95933; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, A new synthetic method of this compound is introduced below.

EXAMPLE 9; Synthesis of 2-[6-(4-tert-Butyl-benzenesulfonylamino)-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yloxy]-ethanol acetyl ester; In a 3000 ml round-bottom flask under nitrogen atmosphere, 4-tert-butyl-benzenesulfonamide (103 g, 0.480 mol) and potassium carbonate (166 g, 1.200 mol) are suspended in N,N-dimethyl-acetamide (300 ml) and acetonitrile (200 ml) and the mixture is heated at 75-80¡ã C. for about 30 minutes. The reaction mixture is cooled to about 65-70¡ã C. and added with 2-(5-(2-methoxy-phenoxy)-6-chloro-2-(pyrimidin-2-yl)pyrimidin-4-yloxy)ethanol acetyl ester (200 g, 0.480 mol). The mixture is reacted for 96 hours then diluted with water (1500 ml) and cooled at 0-5¡ã C. for at least 1 hour. The solid is filtered, washing with cold water (4.x.250 ml), and dried at about 45-50¡ã C. for 16-18 hours. 213 g of a solid crude are obtained, in 75percent yield. The resulting product is used for the next reaction, as described in Example 7.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Dipharma Francis S.r.l.; US2009/156811; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6292-59-7

General procedure: The N-R-sulfonyldithiocarbimate potassium salts were prepared in dimethylformamide (DMF) from the sulfonamides in reaction with carbon disulfide and potassium hydroxide analogously as described in the literature [9,22,23]. Carbon disulfide (10mmol) and potassium hydroxide (20mmol) were added to a solution of the corresponding sulfonamide (10mmol) in DMF (25mL). The mixture was stirred for approximately 4h up to the total consumption of KOH. Upon the addition of 20mL of ice cold ethanol, a yellowish solid is formed. The product was separated by filtration, washed with ice ethanol, ethyl acetate, diethyl ether, and dried under reduced pressure (yields 70-85%, based on the sulfonamide). The compounds 1a-e are described in literature [9,22,23]. The data for the new potassium dithiocarbimates 1f-h are as follows.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 6292-59-7, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Vidigal, Antonio E.C.; Rubinger, Mayura M.M.; de Queiroz, Luan F.; da Silva, Lucas F.; Zambolim, Laercio; Guilardi, Silvana; Souza, Rafael A.C.; Ellena, Javier; Wetler, Emiliana B.; Oliveira, Marcelo R.L.; Inorganica Chimica Acta; vol. 486; (2019); p. 724 – 732;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics