Category: 59557-91-4

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. 59557-91-4, name is 4-Bromo-2-methoxyaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrNO

General procedure: 4-Bromobenzenamines 1a-c (6.4 mmol) were dissolved in the mixed solvents (2M K2CO3:DMF = 1:1, 24 mL), and then added corresponding 4-substituent phenylboronic acids 2a-h (7.7 mmol) and Pd (PPh3)4 (0.22 mmol) under argon. The reaction mixture was refluxed at 100 for 15 h (TLC monitored the reaction). The reaction was then cooled to room temperature and filtered. The filtrate was added 10 times the amount of water and extracted with ethyl acetate. The organic layer was washed with saturated NaCl solution, concentrated under reduced pressure, and dried to give a crude product. The crude product was purified by flash column chromatography (ethyl acetate/petroleum ether, 1:8-1:5) to afford 1,1′-biphenyl-4-amines 3a-x, yield: 77-95%.

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:
Article; Liu, Jingru; Ma, Ruxin; Bi, Fangchao; Zhang, Fa; Hu, Chaoyu; Venter, Henrietta; Semple, Susan J.; Ma, Shutao; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1825 – 1831;,
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Synthetic Route of 59557-91-4, The chemical industry reduces the impact on the environment during synthesis 59557-91-4, name is 4-Bromo-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

10.0 g (0.049 mol) of 4-bromo-2-methoxyaniline in a three-necked flask,Take 13.0 g (0.060 mol) of di-tert-butyl dicarbonate,It was dissolved in tetrahydrofuran.After reacting for 5 hours at 40 C., the solvent is distilled off and represented by the formula (K-1)14.7 g of compound was obtained.

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

Reference:
Patent; DIC Corporation; Horiguchi, Masahiro; Hayashi, Masanao; Kusumoto, Tetsuo; (46 pag.)JP5888544; (2016); B2;,
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Electric Literature of 59557-91-4, These common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, 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.

To a solution of 4-bromo-2-methoxyaniline (4.0 g, 20 mmol) in concentrated hydrochloric acid (40 mL) was added dropwise sodium nitrite (1.4 g, 21 mmol) and water (2 mL) solution while maintaining at -20C, and the mixture was stirred at the same temperature for 15 min. The mixture was warmed to 0C, and the mixture was stirred at the same temperature for 20 min, and further, a solution of tin chloride·2 hydrate (17 g, 74 mmol) in concentrated hydrochloric acid (140 mL) was added dropwise to the reaction mixture while maintaining at -20C. After stirring at the same temperature for 10 min, and the mixture was stirred at room temperature for 40 min. The precipitate was collected by filtration, and washed with ice water and diethyl ether. To the filtered material was added ethyl acetate and 10% aqueous potassium carbonate, and the insoluble material was filtered off. The aqueous layer of the filtrate was extracted with ethyl acetate, the organic layer was combined, and the mixture was washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give the title compound as a pale yellow solid (3.4 g, 78%). 1H NMR (CDCl3) delta: 3.49 (2 H, br), 3. 84 (3 H, s), 5.61 (1 H, br), 6.85 – 6.88(2 H, m), 7.06 (1 H, dd, J=2.1, 8.7 Hz).

Statistics shows that 4-Bromo-2-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 59557-91-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2455380; (2012); A1;,
Ether – Wikipedia,
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Electric Literature of 59557-91-4, These common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, 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.

(0677) 4-Bromo-2-methoxyaniline (6.8 g, 33.7 mmol) and di-tert-butyl dicarbonate (8.9 g, 40.8 mmol) were dissolved in tetrahydrofuran (100 mL). Under the protection of nitrogen gas, the reaction was carried out under reflux for 22 h, and the mixture was cooled. The solvent was removed by distillation under reduced pressure, and ethyl acetate (150 mL) was added. The mixture was washed with 1 mol/L hydrochloric acid, and the water phase and the organic phase were separated. The organic phase was dried with anhydrous sodium sulfate, and filtrated under suction. The filtrate was concentrated to get the title compound (8.3 g, yield: 81.6%).

The synthetic route of 59557-91-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (117 pag.)US2017/112833; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 59557-91-4, name is 4-Bromo-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 59557-91-4, Recommanded Product: 59557-91-4

To the solution of 4-bromo-2-methoxyaniline (2.00 g, 9.90 mmol) and 2- chloroacetaldehyde (1.87 g, 11.9 mmol) in methanol (20 mL), was added sodium cyanoborohydride (1.56 g, 24.7 mmol) and acetic acid (0.567 mL, 9.90 mmol). The mixture was stirred at rt overnight, then was concentrated. The product was purified byflash chromatography (0-50% EtOAc/hexanes gradient) to obtained 2.20 g (59% yield) ofIntermediate 3 as a yellow oil. MS(ESI)m/z: 264.3 (M+H) ?HNMR (300 MHz, CDC13)oe ppm 6.99 (dd, J=8.40, 2.12 Hz, 1 H) 6.89 (d, J=2.12 Hz, 1 H) 6.47 (d, J=8.45 Hz, 1 H)4.60 (s, 1 H) 3.87 (s, 3 H) 3.69 – 3.75 (m, 2 H) 3.51 (q, J=6.06 Hz, 2 H).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; YADAV, Navnath Dnyanoba; BODAS, Mandar Shrikrishna; BHIDE, Rajeev S.; PATIL, Sharanabasappa; CHINNAKOTTI, Kumaresan; RAO, Prasanna Savanor Maddu; SHETTY, Jeevanprakash; (501 pag.)WO2016/112236; (2016); 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. 59557-91-4, name is 4-Bromo-2-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 59557-91-4

Intermediate 10 4-Bromo-2-methoxy-N /V-dimethylaniline [00406] Formaldehyde (3.7 mL, 49 mmol, 37% aqueous) and acetic acid (57 uL, 1 mmol) were added to a solution of 4-bromo-2-methoxyaniline (2.0 g, 9.9 mmol) in methanol (10 mL) at 25 C. The mixture was stirred for 2 h, and then sodium cyanoborohydride (3.11 g, 49.5 mmol) was added in portions. The resulting mixture was stirred for 12 h, poured into a saturated NaHC03 solution (40 mL), and then extracted with ethyl acetate (3 x20 mL). The combined organic phases were washed with brine (2×20 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate; 15/1) to give 4-bromo-2-methoxy-N,N-dimethylaniline (2.0 g, 80%) as a brown oil. 1H MR (CDC13): delta 7.02 (dd, 1H), 6.95 (d, 1H), 6.78 (d, 1H), 3.87 (s, 3H), 2.76 (s, 6H); MS: 230.0 [M+H]+.

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 59557-91-4.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; NAGASAWA, Johnny Y.; (228 pag.)WO2017/49172; (2017); A1;,
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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. 59557-91-4, name is 4-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H8BrNO

To a round bottom flask at r.t. containing formic acid (85%, 27 mL, 624.4 mmol) was added acetic anhydride (16 mL, 169.5 mmol) dropwise. The reaction stirred for 45 min. followed by the dropwise addition of a solution of 4-bromo-2- methoxyaniline (9.01 g, 44.6 mmol) in THF (56 mL). The reaction mixture was quenched with ice-water after 23 h and the resulting precipitate was filtered to afford compound 74a (9.20 g, 90%) as a brown solid. 1HNMR (CDCI3, 400 MHz) 8.45 (d, 1H), 8.26 (d, 1H), 7.72 (s, 1H)1 7.11-7.01 (m, 2H), 3.89 (s, 3H); MS (M-NHCOH+1)+ m/z calcd for C7H6BrO+ = 187.0, found m/z = 187.1

The synthetic route of 59557-91-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/73777; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 59557-91-4, name is 4-Bromo-2-methoxyaniline, A new synthetic method of this compound is introduced below., Product Details of 59557-91-4

Add in 100mL single-mouth bottles85% sulfuric acid (39 mL) and 4-bromo-2-methoxyaniline (5 g, 24.8 mmol),The temperature was lowered to 0-5 C, and cerium nitrate (3.2 g, 26.1 mmol) was added in portions.After the addition, the temperature was reacted for 45 minutes.The reaction solution was poured into iced 50% aqueous sodium hydroxide (100 mL, pH > 8).The temperature was controlled to stir at 5-10 C, filtered, and the filter cake was rinsed with 100 mL of water.drying. The crude product was beaten with 50 mL of n-hexane for 20 min and filtered.The filter cake was dried to give 4.9 g of a yellow solid. Yield: 80.19%.

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; Beijing Purunao Bio-technology Co., Ltd.; Zhang Peilong; Shi Hepeng; Lan Wenli; Song Zhitao; (250 pag.)CN108707139; (2018); A;,
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Related Products of 59557-91-4, The chemical industry reduces the impact on the environment during synthesis 59557-91-4, name is 4-Bromo-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of 3k (300 mg, 1.48 mmol) in anhydrous CH2C12 (15 mL) was added pyridine (0.24 mL, 2.97 mmol) and 1-propanesulfonyl chloride (0.18 mL, 1.63 mmol) under argon, and the mixture was stirred at room temperature for 16 h. After being quenched with 1 N HC1(aq) (1.0 mL), water, and CH2C12 were added, the layers were separated. The combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography on silica gel (EtOAc/hexane, 10:90 to 15:85) to give 6k (490.1 mg, 99%) as a light yellow oil; ?H NMR (CDC13, 500 MHz) 7.41 (1 H, d, J = 8.6 Hz), 7.08 (1 H, dd, J = 8.3, 2.3 Hz), 7.03 (1 H, d, J = 2.5 Hz), 6.74 (1 H, br) , 3.88 (3 H, s), 3.02-2.98 (2 H, m), 1.83-1.79 (2 H, m), 1.00 (3 H, t, J = 7.4 Hz); ?3C NMR (CDC13, 125 MHz) 149.5, 125.5, 124.2, 121.0, 117.5, 114.3, 56.1, 53.1, 17.1, 12.8.

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

Reference:
Patent; UNIVERSITY OF HOUSTON SYSTEM; TRUSTEES OF TUFTS COLLEGE; CUNY, Gregory; SUEBSUWONG, Chalada; DEGTEREV, Alexei; (139 pag.)WO2018/183633; (2018); A1;,
Ether – Wikipedia,
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Application of 59557-91-4, A common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

Step A:To a round bottom flask at room temperature, containing formic acid (85%, 27 rrsL, 624.4 mmoi) was added acetic anhydride (16 mL, 169.5 mmoi) dropwise. The reaction stirred for 45 min. followed by the dropwise addition of a solution of 4-bromo- 2-methoxyaniline (9.01 g, 44.6 mmoi) in THF (56 mL). The reaction mixture was quenched with ice-water after 23 h and the resulting precipitate was filtered to afford compound 100.1 (9.20 g, 90%) as a brown solid.

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; SCHERING CORPORATION; WO2009/76352; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem