Category: 3638-73-1

3638-73-1, name is 2,5-Dibromoaniline, belongs to bromides-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. COA of Formula: C6H5Br2N

The 2,5-dibromo-aniline (3.74g, 14.9mmol), 4- methoxycarbonyl phenyl boronic acid (8.08g, 44.9mmol), palladium acetate (240mg, 1.07mmol) placed in 250mL round bottom flask, then added 40mLN , of N- dimethylformamide solvent, the addition of sodium carbonate (5.66g, 44.9mmol) was dissolved in 46mL of water dubbed aqueous sodium carbonate, aqueous sodium carbonate was added to the above 250mL round bottom flask. Then under nitrogen at a temperature of 60 , 18 hours. After the reaction was cooled to room temperature, suction filtered and washed with copious amounts of water. With ethyl acetate (100mL × 3) after the spin dry the solid solvent extraction, and finally washed with acetone to give the product as a gray solid.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Wang, Cheng; Meng, Xiangshi; Gui, Bo; (12 pag.)CN105503929; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, 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 3638-73-1 as follows.

Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2,5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50% sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2*200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2,5-dibromophenol in 41% yield as a yellow solid.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Memory Pharmaceuticals Corporation; US2010/22581; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 3638-73-1, name is 2,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3638-73-1

Intermediate 42: 5-Bromo-methyl-benzofuran-3-carboxylic acid 41.1 : l ,4-Dibromo-2-iodo-benzene To a stirred mixture of 2.50 g (9.96 mmol) 2,5-dibromoaniline in 7 mL cone, sulfuric acid and 20 mL water, was added a solution of 1.00 g (14.5 mmol) sodium nitrite in 10 mL water dropwise at 0 C and the mixture was stirred at this temperature for 1.25 h. A solution of 2.15 g (13.0 mmol) potassium iodide in 20 mL water was added dropwise under ice cooling. The ice bath was removed and the reaction mixture was heated to 65 C for 30 min. After cooling to RT, the mixture was worked up by adding aqueous sodium thiosulfate solution, followed by extraction with PE/EtOAc. The combined organic phases were washed with aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc = 100 -> 96/4). yield: 1.8 g (47 %); ESI-MS: m/z = 360 (M+); Rt(HPLC): 1.69 min (method 1)

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3638-73-1, A common heterocyclic compound, 3638-73-1, name is 2,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2,5- dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50% sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2 x 200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2,5-dibromophenol in 41% yield as a yellow solid.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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 3638-73-1 as follows. Safety of 2,5-Dibromoaniline

2, 5-Dibromoaniline was recrystallized from a mixture of toluene/hexane solvents. Under nitrogen, 2, 6-dibromoaniline (36.1 g, 144.0 mmol) and quinoline-6-carbonyl chloride (Precursor 1, 27.3 g, 142.0 mmol, 0.99 equivalent) were dissolved in anhydrous 1, 4-dioxane (350.0 mL) in a 1L one-neck RBF equipped with a large stirrer bar and a reflux condenser. While stirring the solution, a Huenig base (37.2 g, 288.0 mmol, 2.0 equivalents) was added to the solution. The contents in the flask were heated to about 40 by an exothermic reaction. The mixture was stirred and cooled to room temperature. The reactants were heated to 100 in an oil bath for 20 hrs. A complete consumption of 2, 5-dibromoaniline was monitored by TLC. The reactants were poured into warm water (1.5 L) and fine deposits were then formed. The solution was neutralized with sodium carbonate and filtered. The collected residue was dried by suction and rinsed with acetone (25.0 mL) and toluene (25.0 mL) . The filter cake was transported to a 1 L flask, trace water was removed by azeotropic distillation with toluene on a rotary evaporator, and the cake was kept under high-degree vacuum overnight. The dried residue was recrystallized from monochlorobenzene (1.5 L) by using activated carbon as a decolorant. The crystals were separated by filtration and dried under high-degree vacuum (45.05 g, 111.0 mmol, 77.1 , off-white needles) . Addition purification was effected by recrystallization from 1, 4-dioxane ( 0.9 L) . The final product was obtained in the form of off-white crystal (plate) (40.0 g, 98.5 mmol, 68.5) . [0102] 1H NMR (500 MHz, DMSO-d6) delta 10.38 (s, 1H) , 9.03 (dd, J 4.2, 1.7 Hz, 1H) , 8.68 (d, J 2.0 Hz, 1H) , 8.55 (ddd, J 8.3, 1.6, 0.8 Hz, 1H) , 8.28 (dd, J 8.8, 2.0 Hz, 1H) , 8.16 (d, J 8.8 Hz, 1H) , 7.87 (d, J 2.4 Hz, 1 H) , 7.71 (d, J 8.6 Hz, 1 H) , 7.65 (dd, J 8.3, 4.2 Hz, 1H) , 7.46 (dd, J 8.6, 2.4 Hz, 1 H) 13C-NMR (126 MHz, DMSO-d6) delta 119.73, 120.70, 122.78, 127.59, 128.26, 129.19, 129.77, 131.01, 131.25, 132.09, 134.78, 137.63, 138.58, 149.45, 152.86, 165.52. GC/CI+ m/z () : 404.96 (50) [M+H, 2 × 79Br] +, 406.97 (100) [M+H, 79Br, 81Br] +, 408.96 (50) [M+H, 2 × 81Br] +.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; CHO, Sang Hee; NA, Hong Yeop; TANG, Zhengming; FENG, Shaoguang; MOON, Doo-Hyeon; (43 pag.)WO2017/156698; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

3638-73-1, name is 2,5-Dibromoaniline, belongs to bromides-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. Formula: C6H5Br2N

The 2,5-dibromo-aniline (3.74g, 14.9mmol), 4- methoxycarbonyl phenyl boronic acid (8.08g, 44.9mmol), palladium acetate (240mg, 1.07mmol) placed in 250mL round bottom flask, then added 40mLN , of N- dimethylformamide solvent, the addition of sodium carbonate (5.66g, 44.9mmol) was dissolved in 46mL of water dubbed aqueous sodium carbonate, aqueous sodium carbonate was added to the above 250mL round bottom flask. Then under nitrogen at a temperature of 60 , 18 hours. After the reaction was cooled to room temperature, suction filtered and washed with copious amounts of water. With ethyl acetate (100mL × 3) after the spin dry the solid solvent extraction, and finally washed with acetone to give the product as a gray solid.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Wang, Cheng; Meng, Xiangshi; Gui, Bo; (12 pag.)CN105503929; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, 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 3638-73-1 as follows.

Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2,5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50% sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2*200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2,5-dibromophenol in 41% yield as a yellow solid.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Memory Pharmaceuticals Corporation; US2010/22581; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3638-73-1, name is 2,5-Dibromoaniline, belongs to bromides-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 3638-73-1, Recommanded Product: 3638-73-1

A synthetic scheme for Amino UiO-68 is shown in Figure 15. Briefly, 2,5-dibromoaniline (2.00 g, 8.0 mmol), 4-(methoxycarbonyl)-phenylboronic acid (4.40 g, 24.5 mmol) and CsF (5.82 g, 38 mmol) were suspended in 50 mL of anhydrous tetrahydrofuran (THF) under nitrogen protection in a 100 mL round-bottom flask. Pd(OAc)2 (0.60 g, 2.7 mmol) and PPh3 (1 .61 g, 6.1 mmol) were then added. The mixture was heated at 50C for 48 h. The product was purified by water/dichloromethane extraction and silica gel column chromatography (dichloromethane: ethyl ether = 50:1 with 0.2% – 0.5% triethylamine). Yield: 58%. H NMR (Chloroform-D): delta=8.10 (m, 4H), 7.65 (d, 2H), 7.57 (d, 2H), 7.22 (d, 1 H), 7.09 (d, 1 H), 7.01 (s, 1 H), 3.93 (two overlapping singlets, 6H), 3.88 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,5-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF CHICAGO; LIN, Wenbin; HE, Chunbai; LU, Kuangda; (166 pag.)WO2016/61256; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, These common heterocyclic compound, 3638-73-1, name is 2,5-Dibromoaniline, 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: 1-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the corresponding substituted aniline (5.3 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130 C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure, the solid residue washed with 2 M HCl, and the crude product was recrystallized from aqueous ethanol. All the studied compounds are presented in Table 1.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonec, Tomas; Kos, Jiri; Pesko, Matus; Dohanosova, Jana; Oravec, Michal; Liptaj, Tibor; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 22; 10; (2017);,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, 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. 3638-73-1, name is 2,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3. Synthesis of 2,5-dibromophenol; Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2,5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50% sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2¡Á200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2,5-dibromophenol in 41% yield as a yellow solid.

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, 2,5-Dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Memory Pharmaceuticals Corporation; US2010/16297; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary