Category: 19056-40-7

Adding a certain compound to certain chemical reactions, such as: 19056-40-7, name is 4-Bromo-3-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 19056-40-7, Application In Synthesis of 4-Bromo-3-methoxyaniline

The mixture of 4-bromo-3-methoxyaniline (2-111, 1 g, 4.97 mmol), pyridine (785mg, 9.94 mmol) and cyclopropanesulfonyl chloride (696 mg, 4.97 mmol) in DCM (20 mL)was stirred at 40 °C rt for 16 h. Upon reaction completion, the resulting mixture was filtered,concentrated to remove the solvent. The resulting residue was purified by silica gelchromatography (Pet Ether/ethyl acetate = 1/1) to obtain title compound 2-112 (yellow solid,1.2 g, 79percent yield). LCMS: 306 [M + Hj .

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.

Synthetic Route of 19056-40-7, A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-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 1: 1 -(4-Bromo-3-methoxyphenyl)pyrrolidin-2-one Under an atmosphere of nitrogen, in a 100 mL round-bottomed flask at 0 °C, 4-bromo-3- methoxyaniline (2 g, 9.9 mmol) and KOH (6.93 ml, 13.9 mmol) were combined with dichloromethane (30 ml) to give a light brown solution. Then 4-bromobutanoyl chloride (1.84 g, 1.15 ml, 9.9 mmol) was added. The reaction was stined for 1 h at RT. The reaction mixture was poured into 50 ml dichioromethane and extracted with water (3 x 20 ml). The organic layer was dried over Na2SO4 and concentrated in vacuo.The residue was dissolved in 30m1 dichloromethane. Then tetrabutylammonium bromide (63.8 mg, 198 imol) and KOH (50 percent, 6 ml) were added. The reaction was stirred for 1 h at RT. The reaction mixture was poured into dichloromethane (50 ml) and extracted with water (3 x 20 ml).The organic layers were dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 50 g, 20 percent to 50 percent EtOAc in heptane). The title compound was obtained as a off-white crystalline (1.92 g, 71.8 percent). MS (mle) = 272.1 [M+H].

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.

Related Products of 19056-40-7, These common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-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 the solution of 4-bromo-3-methoxyaniline (17.4 g, 86.6 mmol) in dichloromethane (117 mL) cooled to 0 °C was added diisopropylethylamine (22.4 g, 173.2 mmol) and the mixture was stirred for 10 mm. To this mixture methylchloroformate (9.8 g, 103.9 mmol) was added dropwise. The reaction mixture was warmed gradually to room temperature and stirring continued for 2 h. Upon completion of the reaction, it was quenched with ice cold water (100 mL) and diluted with ethyl acetate (200 mL). The organic layer was washed with brine solution (100 mL), dried over sodium sulfate and concentrated under reduced pressure to affordmethyl (4-bromo-3-methoxyphenyl)carbamate (13 g, 58percent yield) as light yellow solid. LCMS (ESI) m/e 258.0 [(M), calcd for C9H9BrNO3, 258.0]; LC/MS retention time (method A): tp. = 1.68 min.

Statistics shows that 4-Bromo-3-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 19056-40-7.

Adding a certain compound to certain chemical reactions, such as: 19056-40-7, name is 4-Bromo-3-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 19056-40-7, HPLC of Formula: C7H8BrNO

To a solution of 4-bromo-3-methoxyaniline (2.0 g, 9.9 mmol) in CH2Cl2 (25 mL) at 0 C. was added Et3N (4.1 mL, 29.7 mmol), followed by dropwise addition of Ac2O (1.4 mL, 14.9 mmol). The reaction mixture was stirred under argon at 0 C. for 0.5 hour and at room temperature overnight, diluted with CH2Cl2 (25 mL) and water (25 mL). The organic layer was further washed with 1 N acetic acid aqueous solution (25 mL), saturated NaHCO3 aqueous solution (25 mL), brine (25 mL), dried (MgSO4). Evaporation to dryness yielded the title product (2.2 g) as a tan solid. 1H NMR (300 MHz, DMSO-d6) delta 2.04 (s, 3H), 3.80 (s, 3H), 7.10 (dd, J=2.0 Hz and 8.6 Hz, 1H), 7.44 (m, 2H), 10.1 (s, 1H).

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

Reference:
Patent; Ruan, Fuqiang; (35 pag.)US2019/308963; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 19056-40-7, 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. 19056-40-7, name is 4-Bromo-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

b 5-Amino-2-bromo-phenol A suspension of 4-bromo-3-methoxy-phenylamine (37.6 g, 0.186 mol) and tetrabutylammonium iodide (96 g, 0.260 mol) in dichloromethane (1.2 L) was cooled down to -78 C. A 1M solution of boron trichloride in dichloromethane (520 mL, 0.521 mol) was added dropwise, within 20 min. The cooling bath was removed. After 3 hours, the reaction mixture was poured onto ice water (4.5 kg). The organic layer was extracted with water. The combined aqueous layers were washed with dichloromethane. The pH was adjusted to 9 using sodium hydrogencarbonate. Sodium chloride was added until saturation. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and the solvents were evaporated. The solid was washed with dichloromethane and dried under vacuum. 35.2 g of the title compound were obtained. Brown solid, ISP-MS: m/e=189.1 ([M+H]+).

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; Klug, Michael G.; Mattei, Patrizio; Mueller, Werner; Neidhart, Werner; Nettekoven, Matthias Heinrich; Pflieger, Philippe; Plancher, Jean-Marc; US2003/158179; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 19056-40-7, A common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-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.

To a mixture of 4-bromo-3-methoxyaniline (10 g, 49.5 mmol) and malonic acid (5.15 g, 49.5 mmol) was added POCl3 (5.07 ml, 54.4 mmol) with thorough mixing, and it was then heated to 105¡ãC. After 5 minutes, the reaction began to bubble vigorously, and eventually formed a hard foam and heating was continued for 1 hour. After cooling, water (200 mL) was added, and the mixture was stirred for 30 minutes. The solid was filtered off and washed with water. To the solid was added 2N NaOH (300 mL) and stirring was continued overnight. The remaining solid was filtered off, and EtOH (5 mL) was then added to the filtrate and the basic layer acidified with concentrated HCl to peta 2. The resulting solid was then filtered off, washed with water. The solid was then transferred to a flask and the remaining water was removed by azeotroping with EtOH (200 mL x 2). The solid was then further dried under high vacuum for 15 h to yield 8.75 g of the title compound as an off-white solid. LRMS ESI+ (M+eta)+ Calcd 270.2 Found 272.2.

The synthetic route of 19056-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 19056-40-7, name is 4-Bromo-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromo-3-methoxyaniline

2-(2-chlorophenylaminoacetic acid (lSOmg. 808 imoD and 4-bromo-3-methoxyaniline (171 mg, 849 imol) were combined with dichloromethane (10 m). At 0¡ãC N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (163 mg, 849 imol) was added. The reaction mixture was stirred at O ¡ãC for 30 mm, then at RT oyernight. The mixture was poured on water (20 ml) and extracted with dichloromethane (3 x 15 ml). chromatography (silicagel, ethyl acetate / heptane = 20:80 to 50:50) yielded N-(4-bromo-3-methoxyphenyl)-2-(2- chlorophenylamino)acetamide (225 mg, 75percent) as yellow solid. MS: mle =371.1 [M+H].

According to the analysis of related databases, 19056-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECCARELLI, Simona M.; JAGASIA, Ravi; JAKOB-ROETNE, Roland; PETERS, Jens-Uwe; WICHMANN, Juergen; WO2014/79850; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 19056-40-7,Some common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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 stirred solution of 4-Bromo-3-methoxy-aniline (10.0 g) in acetonitrile (176 mL) was added Huenig Base (25 mL) and 2-chloroethyl chloroformate (10.6 g). The mixture was stirred at room temperature for 0.5 h. The solvent was removed in vacuum. The residue was dissolved in tetrahydrofurane (250 mL), and potassium tert-butoxide (16.2 g) was added. The mixture was stirred at room temperature for 2 h. The solvent was removed in vacuum. The residue was dissolved in ethyl acetate and the mixture was washed with water and with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave a compound that was crystallized from ethanol. Yield: 7.7 g of the title compound. The mother liquor was concentrated in vacuum and aminophase-silica-gel chromatography gave a solid that was recrystallized from ethanol to give further 2.3 g of the title compound1H-NMR (300 MHz, CHLOROFORM-d): delta [ppm]=4.00-4.10 (m, 2H), 4.45-4.55 (m, 2H), 6.66 (dd, 1H), 7.49 (d, 1H), 7.63 (d, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-methoxyaniline, its application will become more common.

Reference:
Patent; Schulze, Volker; Mais, Franz-Josef; US2015/148542; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

19056-40-7, 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. 19056-40-7 name is 4-Bromo-3-methoxyaniline, 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.

A solution of BBr3 in dichloromethane (1.0 M, 12 mL,12 mmol) was added slowly to a solution of 4-bromo-3-methoxyaniline (800 mg, 3.96 mmol) in methylene chloride(15 mL) at 0C. The resulting brown solution was warmed toroom temperature and stirred for 24 h. After saturated aqueousNaHCO3 (30 mL) was added at 0C, the solution was extractedwith EtOAc (20 mL ¡Á 3). The combined organic layer wasdried with anhydrous Na2SO4, filtered and concentrated invacuum. The residue was purified by flash chromatographyover silica gel (petroleum-EtOAc = 2 : 1) to give 5-amino-2-bromophenol (665 mg, 88%). To a solution of 5-amino-2-bromophenol (55 mg, 0.29 mmol)and triethylamine (53 muL, 0.38 mmol) in tetrahydrofuran (THF)(3 mL) was added slowly benzoyl chloride (0.32 mmol) at 0C.The reaction mixture was then stirred at room temperature for30 min. After the reaction was quenched with water (10 mL),the solution was extracted with EtOAc (10 mL ¡Á 2). The combinedorganic layer was dried over anhydrous Na2SO4, filteredand concentrated in vacuum. The residue was purified bycolumn chromatography to afford the product 3 (74 mg, 87%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Article; Liang, Jie; Tang, Yun-xiang; Tang, Xiang-zheng; Liang, Hua-ju; Gao, Yamin; Fang, Cuiting; Zhang, Tian-yu; Yan, Ming; Chemical and Pharmaceutical Bulletin; vol. 67; 4; (2019); p. 372 – 381;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

19056-40-7, 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. 19056-40-7, name is 4-Bromo-3-methoxyaniline, A new synthetic method of this compound is introduced below.

To a solution of 4-bromo-3-methoxyaniline (5.7 g, 28.2 mmol) in toluene (100 mL) and water (10 mL) were added tert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)-lH-pyrazole-l-carboxylate (9.96 g, 33.9 mmol), potassium phosphate (8.98 g, 42.3 mmol) and PdCl2(dppf)-DCM (1.152 g, 1.411 mmol) at RT. The reaction was stirred under argon at 95 ¡ãC for 2.5 hrs and then was cooled to RT. The reaction mixture was diluted with EtOAc, washed with H20, saturated aHC03 and brine. The organic phase was dried over sodium sulfate, filtered and concentrated. The crude product was purified by normal phase chromatography to give Intermediate 1 as light tan solid (5.1 g, 63percent yield). LCMS (ESI) m/z: 290.1 (M+H)+; XH NMR (400MHz, chloroform-d) delta 8.35 (d, J=0.5 Hz, 1H), 8.01 (s, 1H), 7.29 (d, J=8.0 Hz, 1H), 6.37 – 6.26 (m, 2H), 3.84 (s, 3H), 3.79 (br. s., 2H), 1.66 (s, 9H).

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; BRISTOL-MYERS SQUIBB COMPANY; HU, Zilun; QUAN, Mimi L.; WO2014/134391; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem