Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 437-83-2, name is 3-Fluoro-2-methoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 437-83-2, 437-83-2

NaNO2 (12.0 g, 1?73 mmol, in 40 m of water) solution was added dropwise to the mixture of 3-fluoro-2-methoxyaniline (20.0 g, 158 mmol) in 200 m of hydrobromic acid (4?7 %) and 100 m of water at -5 o Oc and stirred for 1 hour.This solution was then added slowly to the suspension of cuBr (45.2 g, 315 mmol) in 50 m of hydrobromic acid (4?7 %) at O Oc. The resulting mixture was stirred at o Oc for 1 hour then warmed to so Oc and stirred for 1 hour. The reaction mixture was poured into ice water and extracted with ether (2 X 500 mL). The combined organie layer was washed with brine, dried oyer anhydrous Na2504 and concentrated to giye 1-bromo-3-fluoro-2-methoxybenzene.

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, 3-Fluoro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
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461-82-5, The chemical industry reduces the impact on the environment during synthesis 461-82-5, name is 4-(Trifluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

N-Bromosuccinamide (3.62 g, 20.34 mmol) was added to a solution of commercially available 4-(trifluoromethoxy)aniline (3.00 g, 1 6.95 mmol) in acetonitrile (30 mL) at 0C. The resulting mixture was allowed to warm to roomtemperature and stirred for 4 hours. The solvent was removed under reduced pressure to give the crude product which was purified by column chromatography eluting in 10% ethyl acetat/hexane to afford the title compound as brown oil (3.6 gm, 83%): 1 H NMR (400 MHz, CDCI3) oe: 4.11 (bs, 2 H), 6.73 (d, 1 H), 6.99 (dd, 1 H), 7.31 (d, 1 H). LC-Ms (m/z): [M-H] = 253.1.

The chemical industry reduces the impact on the environment during synthesis 461-82-5. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZOETIS SERVICES LLC; WENDT, John; COX, Mark; SHEEHAN, Susan, M.k.; CURTIS, Michael, P.; RESPONDEK, Tomasz; EWIN, Richard, Andrew; KYNE, Graham, M.; JOHNSON, Paul, D.; WO2015/100232; (2015); A2;,
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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. 589-10-6, name is (2-Bromoethoxy)benzene, A new synthetic method of this compound is introduced below., 589-10-6

To a stirred solution of methyl isonipecotate (4. 00G, 28.00 mmol) and phenoxyethyl bromide (4. 00g, 20.00 mmol) in acetonitrile (30 ml) was added sodium hydrogen carbonate (7. 00G, 84.00 mmol) and the reaction stirred at 80C for 20 hours. The reaction was cooled, filtered and concentrated under reduced pressure to give a crude brown oil. Purification by column chromatography (7% methanol: dichloromethane) gave the required compound as a light brown oil (4.8g, 65%). oH (270 MHz; CDCL3 ; ME4SI), 1.71-2. 37 (7H, m), 2.79 (2H, t, J 6. 0), 2.93-3. 0 (2H, m) 3.68 (3H, s), 4.10 (2H, t, J 6.0), 6.89-6. 97 (3H, m), 7.24-7. 32 (2H, m). HPLC 99%, m/z (APCI), 264.20 (100% [M+H] +), 232 (40, C14HL802N), 170 (47, C9H1602N).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BIOFOCUS PLC; WO2004/58259; (2004); A1;,
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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. 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., 20469-65-2

2.171 g of 1-bromo-3,5-dimethoxybenzene and 3.810 g of boronic acid pinacol ester were dissolved in 85 ml of dioxane,2.945 g of potassium acetate and 0.732 g of [1,1′-bis (diphenylphosphino) ferrocene] palladium dichloride were added, and the temperature was raised under argonTo 85 C, stirring for 12 hours after the stop heating, the reaction solution, a small amount of ethyl acetate washing cake, the filtrate concentrated evaporated, residualThe residue was chromatographed (petroleum ether: ethyl acetate = 99: 1-98: 2, V / V) to give 2.462 g of a white solid in 93.2% yield.

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; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Duan Wenhu; Geng Meiyu; Zhao Bin; Ding Jian; Ai Jing; Fan Jun; Peng Xia; Yan Wei; Chen Yi; (77 pag.)CN106146493; (2016); A;,
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19056-40-7, 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 19056-40-7 as follows.

To a solution of ethyl (2Z)-3-(methylamino)-3-phenylacrylate (4.47 g, 21.77 mmol) in DCM (100 mL) was added 4-bromo-3-methoxyaniline (4 g, 19.80 mmol) and PPTS (5.47 g, 21.77 mmol). The mixture was then heated to reflux for 24h. At this time crude IH NMR revealed nearly complete consumption of the aniline. The reaction was then cooled to r.t.,fltered, and the solvent was removed in vacuo. The crude product was purified on silica (75percent DCM/hexanes) to yield ethyl (2Z)-3- [(4-bromo-3-methoxyphenyl)amino]-3-phenylacrylate (6.5 g, 87percent) which was used as is in subsequent reactions. 1H NMR (500 MHz, CDCl3) ppm: 10.32 (br s, IH), 7.32 (m, 5H), 7.20 (d, J = 8.5 Hz, IH), 6.19 (dd, J = 8.5 Hz, 2.5 Hz, IH), 6.11 (d, J = 2.5 z, IH), 5.03 (s, IH), 4.21 (q, J = 7.0 Hz, 2H), 3.50 (s, 3H), 1.32 (t, J = 7.0 Hz, 3H).

According to the analysis of related databases, 4-Bromo-3-methoxyaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2006/119061; (2006); A2;,
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366-99-4, 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. 366-99-4, name is 3-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 55 Synthesis of N2-cycloheptyl-N4-(2-dimethylamino-ethyl)-N6-(3-fluoro-4-methoxy-phenyl)-1,3,5-triazine-2,4,6-triamine (150) Cyanuric chloride (1.84 g, 10 mmol) in CH3CN (20 mL) was cooled to about -10¡ã C. was added 3-fluoro-p-anisidine (1.41 g, 10 mmol) followed by DIEA (1.8 mL, 10 mmol). The reaction was stirred for about 45 min then at room temperature for about 45 min under an N2 atmosphere. Cycloheptylamine (1.26 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the reaction was stirred at room temperature overnight. N,N-dimethylethylenediamine (1.1 mL, 10 mmol) was added followed by DIEA (1.8 mL, 10 mmol) and the mixture was heated at reflux under N2 overnight. The reaction was diluted with ethyl acetate, washed with brine, and dried over anhydrous K2CO3. The material (1.178 g) was purified by silica gel column chromatography to afford a solid 150 (1.178 g, 28percent), mp 73-76¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 10.8 min, 95.1percent purity; MS (ESI): m/z 418 (M+H, 100), 373 (11.9), 322 (7.8), 277 (6.8), 162 (3.6).

The synthetic route of 3-Fluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
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588-96-5, A common heterocyclic compound, 588-96-5, name is p-Bromophenetole, molecular formula is C8H9BrO, 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: b.Cyanation of aryl bromides. To a solution of arylbromide (0.5 mmol) in EtOH (5.0 mL) was added NCTS (272 mg, 1.0 mmol), PdCl2 (13.3 mg, 0.075 mmol), and Ag2O (57.75 mg, 0.5 mmol). The mixture was stirred at 70 for 24 hunder air atmosphere. Then the reaction mixture was cooled to room temperature and filtered through a pad of celite (1.0 g) and rinsed with CH2Cl2 (10.0 mL). The resulting organic solution was concentrated under reduced pressure and further purified by flash chromatography (SiO2,petroleum ether/EtOAc gradient), yielding the corresponding aryl nitriles.

The synthetic route of p-Bromophenetole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Jizhen; Xu, Wenbin; Ding, Junshuai; Lee, Kuo-Hsiung; Tetrahedron Letters; vol. 57; 11; (2016); p. 1205 – 1209;,
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19056-40-7, The chemical industry reduces the impact on the environment during synthesis 19056-40-7, name is 4-Bromo-3-methoxyaniline, I believe this compound will play a more active role in future production and life.

To a stirred solution of 4-bromo-3-methoxyaniline (0.5 g, 2.47 mmol) in toluene (5 mL) were added ethylacetoacetate (0.5 mL, 3.71), sodium ethoxide (0.34 g, 4.94 mmol), and heated to110¡ãC for 16 h. After completion of the reaction, the reaction mixture was diluted with EtOAC(100 mL), washed with water (100 mL), brine (100 mL), dried over sodium sulphate andconcentrated. The residue was purified by colunm chromatography by using silica gel (60-120mesh) to afford the title product as yellow solid (0.4 g, 90percent). 1H NMR (400 MHz, DMSO-d6): oe10.21 (s, 1H), 7.48?7.43 (m, 2H), 7.11?7.08 (m, 1H), 3.83 (s, 3H), 3.54 (s, 2H), 2.20 (s, 3H); ES-MS: mlz 286.1 (M-i-1).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-3-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SAMAJDAR, Susanta; ABBINENI, Chandrasekhar; SASMAL, Sanjita; HOSAHALLI, Subramanya; WO2015/104653; (2015); A1;,
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These common heterocyclic compound, 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, 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. 35822-58-3

General procedure: A mixture of p-anisaldehyde (2.00 g, 1.79 mL, 14.7 mmol), thiourea (3.35 g, 44.1 mmol, 3.0 equiv), and ethyl acetoacetate (5.73 g, 5.56 mL, 44.0 mmol, 3.0 equiv) in isopropanol (20 mL) was stirred at room temperature as iron(III) tosylate (0.497 g, 0.734 mmol, 5.0 mol %) was added. The reaction mixture was heated at 70 C (temperature controlled hot plate). After 15 h, the mixture was cooled to room temperature. The solvent was then removed on a rotary evaporator, and the residue was recrystallized (ethanol) to yield 5.48 g of an off-white solid. This solid was then triturated using methanol/water (1:1) to yield 3.75 g (83%) of a light off-white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 35822-58-3.

Reference:
Article; Starcevich, Jacob T.; Laughlin, Thomas J.; Mohan, Ram S.; Tetrahedron Letters; vol. 54; 8; (2013); p. 983 – 985;,
Ether – Wikipedia,
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Some common heterocyclic compound, 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, molecular formula is C8H9BrO2, 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. 20469-65-2

A mixture of 1-bromo-3,5-dimethoxy-benzene (9.6 g, 44 mmol), CuI (0.7 g, 3.6 mmol), NaI (13.3 g, 88 mmol) and MeNHCH2CH2NHMe (0.78 mL) in 1,4-dioxane (80 mL) was degassed and filled with nitrogen in a sealed tube. The reaction mixture was heated at 120 C. for 20 h. The mixture was cooled to room temperature. Water (100 mL) was added, and the mixture was extracted with ethyl acetate (2*60 mL). The organic layers were washed with brine (50 mL), dried over sodium sulfate, and concentrated to give the title compound (10 g, 86%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20469-65-2, its application will become more common.

Reference:
Patent; HINMAN, Andrew W.; Davis, Dana; Kheifets, Viktoria; US2014/256830; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem