Category: 626-40-4

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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H5Br2N

Compound II (2.25g, 10mmol), compound III (2.51g, 10mmol) and diisopropyl serotonin reuptake (DIPEA, 3.88g, 30mmol) dissolved in 50 ml of xylene in drying, and then the temperature under the protection of nitrogen reflux, until the reaction is complete (usually 5 hours). The reaction mixture carefully dumped into 200 ml ice water, stirring, for 50 ml × 3CH2 Cl2 Extraction, the combined extraction phase, for sequentially 1% dilute hydrochloric acid (200 ml) and brine (100 ml) washing, drying with anhydrous sodium sulfate. Oil filtration to remove the drying agent, the filtrate is evaporated to dryness on a rotary evaporator, to obtain compound IV, 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 626-40-4.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (9 pag.)CN106831836; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,5-Dibromoaniline

General procedure: In a nitrogen filled glove box, a 10 mL pressure tube, equippedwith a magnetic stir bar was loaded with the titanium catalyst(0.10 mmol) and dissolved in dry toluene (2 mL). The solutionwas loaded with the aniline derivative (1.0 mmol), alkyne derivative(1.0 mmol) and tert-butylisonitrile (1.5 mmol). The pressuretube was sealed with a Teflon screw cap, taken out of the dry boxand heated at 100 C for 24-48 h in a silicone oil bath. Volatileswere removed in vacuo, and glacial acetic acid (2 mL) was added.The mixture was then heated at 150 C for 24 h. The pressure tubewas then allowed to cool to room temperature, diluted in dichloromethaneand neutralized with saturated NaHCO3 solution. Theorganic layer was further extracted with additional dichloromethane,washed with brine, dried over NaSO4, filtered and concentratedin vacuo. The crude product was dry loaded onto aluminaand purification was accomplished by column chromatography on neutral alumina using hexanes/ethyl acetate (9:1, v/v) as the eluentto provide the desired quinoline.4.1.1. 5,7-Dimethyl-3-phenylquinoline (4)Pale yellow solid 128 mg (55%).

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; McDaniel, Tanner J.; Lansdell, Theresa A.; Dissanayake, Amila A.; Azevedo, Lauren M.; Claes, Jacob; Odom, Aaron L.; Tepe, Jetze J.; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2441 – 2450;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., Safety of 3,5-Dibromoaniline

To a solution of 3,5-dibromoaniline (5.0 g, 19.9 mmol) in dioxane (50 ml) and H20 (5 ml) was added 2-isopropenyl-4, 4,5, 5-tetramethyl- 1,3,2- dioxaborolane (10.19 ml, 53.8 mmol) and Pd(dppf)Cl2 (729 mg, 1.00 mmol) and Cs2C03 (19.48 g, 59.8 mmol) at rt under N2. The reaction was stirred at 100 C for 12 h under N2. The solution was concentrated in vacuo and the resulting residue was poured into water (50 ml) and stirred for 0.5 h. The aqueous phase was extracted with ethyl acetate (3 x 100 ml). The combined organic phase was concentrated in vacuo. The crude product was purified by FCC (17 % EtOAc in petroleum ether) to give the title compound as a yellow oil (Y = 78 %). NMR (400 MHz, DMSCMe) d ppm 6.76 (s, 1H), 6.64 (s, 2H), 5.23 (s, 2H), 5.10 (s, 2H), 5.01 (s, 2H), 2.06 (s, 6H).

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; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-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.

Compound 2i was synthesized following a procedure published for the preparation of similar compounds.1 To a mixture of 3,5-dibromoaniline (0.22 g, 0.87 mmol) and Et3N (0.12 mL, 0.87 mmol) in anhydrous CH2Cl2 (10 mL), 2,2′-dithiobenzoyl chloride (1, 0.30 g, 0.87 mmol) in anhydrous CH2Cl2 (20 mL) was added dropwise over 15 min. The reaction mixture was stirred for 3 h at rt, and washed with 1 M HCl (50 mL), H2O (50 mL), and brine (50 mL). The organic layer was dried over anhydrous MgSO4, concentrated in vacuo, and the residue was purified by flash column chromatography (SiO2, 1:4/EtOAc:hexanes) and recrystallized in EtOH to afford compound 2i (135 mg, 33%, Rf 0.31 in 1:4/EtOAc:hexanes) as a white solid: 1H NMR (400MHz, CDCl3, Fig. S13) delta 8.08 (d, J = 8.0 Hz, 1H), 7.89 (s, 2H), 7.68 (t, J = 6.8 Hz, 1H), 7.58 (s,1H), 7.57 (d, J = 8.0 Hz, 1H), 7.45 (t, J = 8.0 Hz, 1H); 13C NMR (100 MHz, CDCl3, Fig. S14) delta164.3, 139.7, 139.6, 133.2, 132.5, 127.6, 126.4, 125.8, 124.5, 123.5, 120.4; LRMS m/z calcd forC13H7Br2NOS: 385.1; found 386.1 [M+H]+.

The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ngo, Huy X.; Shrestha, Sanjib K.; Green, Keith D.; Garneau-Tsodikova, Sylvie; Bioorganic and Medicinal Chemistry; vol. 24; 24; (2016); p. S1 – S53;,
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 626-40-4 as follows. name: 3,5-Dibromoaniline

This example is a method for preparing 3,5-dibromo-3-methoxy-4-aminoazobenzene, comprising the following steps:(1) Preparation of diazonium salt: In a 100 mL beaker, 5.0114 g of 3,5-dibromoaniline and 8 mL of 20% hydrochloric acid are added, 0Slowly add 1.5232 g of sodium nitrite aqueous solution to the suspension at 0-5 C. The suspension becomes clear and then urea is added to eliminate theThe amount of nitrous acid, sodium acetate solids was adjusted to pH 5, and the clear liquid was placed in ice water for later use.(2) Preparation of sodium o-methoxyanilinosulfonate: A 50 mL round-bottom flask was filled with 10 mL of water and 2.3553 gAfter dissolving sodium bisulfite and sodium bisulfite, 0.7221 g of paraformaldehyde was added. After the reaction at 60C for 35 minutes, 2.4610 g was added dropwise.O-methoxyaniline, the reaction was stopped after 2 h and a mixture of sodium o-methoxyanilino methanesulfonate was obtained.(3) Preparation of azobenzene compound: After the mixture obtained in step (2) is cooled to room temperature, the mixture is stirred under vigorous stirring.Slowly dropping into the diazonium salt obtained in step (1). At this time, the clarified diazonium salt solution gradually becomes dark red viscous liquid, and the temperature is controlled at 0-5 C.The reaction was completed after 6 h. Add 50 mL of 30% aqueous sodium hydroxide, the dark red viscous liquid becomes yellow turbid liquid, nitrogen gasUnder the protection of 50 C hydrolysis 7 h, after the end of the reaction with hydrochloric acid to adjust the pH value of about 8, the crude product was separated by thin layer chromatography to obtain the dye 3,5-Dibromo-3-methoxy-4-aminoazobenzene, 2.237 g (29% yield).

According to the analysis of related databases, 626-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lingnan Normal University; Song Xiumei; Feng Zongcai; (9 pag.)CN105152963; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., Computed Properties of C6H5Br2N

This compound was preparedwithout the use of air and moisture sensitive protocol. Using a modifiedpreparation similar to that used by Kln and co-workers[1], aqueousformaldehyde (37%, 31.2 mL) was added to a stirring mixture of THF (300 mL)and 3M H2SO4 (84 mL) cooled to 0C in a 1 L long neck flat bottom flask. After stirring for 10minutes at 0C, 3,5 dibromoaniline (35.00 g, 139.5 mmol) dissolved in THF (75mL) was addeddropwise over 15 minutes. The solution was stirred for another 10 minutes at 0C. This mixturewas then stirred vigorously while NaBH4 (21.14 g, 558.8 mmol) was carefully added portionwiseover a period of 30 minutes at 0C. After stirring at room temperature for 2 hours the solutionwas filtered and the solid was washed with THF (30 mL). The filtrate was collected and allvolatiles were removed via rotary evaporation. The remaining residue was basified withsaturated aqueous NaHCO3 (500 mL) and extracted with dichloromethane (3 x 100 mL). Theorganic extracts were combined, washed with water (200 mL), dried with anhydrous MgSO4 andfiltered. All volatiles were removed from the filtrate via rotary evaporation and an orange-redsolid was obtained in 96 % yield (37.51 g, 134.5 mmol). Material was used without furtherpurification.

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; Smith, Joel D.; Chih, Edwina; Piers, Warren E.; Spasyuk, Denis M.; Polyhedron; vol. 155; (2018); p. 281 – 290;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 626-40-4, name is 3,5-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 626-40-4, Quality Control of 3,5-Dibromoaniline

The 5.018 (0.02 muM) 3, 5 – dibromoaniline and 7.149 g (0.05 muM) (5 – aminothiophen – 2 – yl) boronic acid is added to a 500 ml three-neck bottle in, adding 400 ml tetrahydrofuran (THF), then adding 2 mol/L potassium carbonate solution of 75 ml, and add 0.5 ml of aliquat 336, magnetic stirring and open the argon gas, oil bath is heated to 75 C after, adding 0.020 g […] palladium, reflux reaction 24 h, the reaction liquid is poured into the water in the, a large amount of precipitate out. For funnel, evaporating the solvent under reduced pressure. The product in order to dichloromethane: hexane=3:1 ([…]) as the mobile phase silica gel as stationary phase makes the column chromatographic purification, collecting products and turns on lathe does, in 90 C drying in vacuum 24 h, to obtain the target product 4.311 g, yield is 75%.

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, 3,5-Dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan University of Technology; Ding Qian; Tan Jinghua; Liu Yiwu; Fu Hao; (20 pag.)CN109053466; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., name: 3,5-Dibromoaniline

EXAMPLE 15 4,5-Dibromopyrrole-2-carboxylic acid (10 g., 0.037 mole) was converted to the corresponding acid chloride by reaction with 15 ml. of thionyl chloride, and the acid chloride dissolved in 25 ml. of benzene was reacted with 9.4 g. (0.037 mole) of 3,5-dibromoaniline in 50 ml. of pyridine using the procedure described above in Example 3. The product was recrystallized from an ethyl acetate/ethanol mixture to give 14.5 g. of 3′,4,5,5′-tetrabromopyrrole-2-carboxanilide, m.p. 244-245 C.

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; Sterling Drug Inc.; US4046775; (1977); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H5Br2N

A solution of 3 (0.7 g, 3.83 mmol) in MeOH (10 mL) was treated with 7 (1.0 g, 4 mmol), refluxed for 12 h, and cooled to roomtemperature to afford 8 (1.6 g, 97%), white crystals, mp 169-170C (MeOH), []D20 -66.72 (c 0.069, DMSO). IR spectrum(, cm-1): 3367-3073 (), 1574 (Ar), 1518 (NH), 1176, 1073 (–), 892 (-, -anomer), 668 (-Br). C12H15Br2NO5.1 NMR spectrum (400 MHz, CDCl3, , ppm, J/Hz): 3.1 (2H, m, -3, 5), 3.17 (3, d, J = 5.2, a), 3.24 (2H, m, -2, 4),3.40-3.65 (1H, ddd, J = 11.8, 5.8, 1.9, H-1), 4.18 (1H, q, J = 5.2, aOH), 4.36 (1H, t, J = 8, H-6), 4.52 (1H, t, J = 5.8, 1-OH),4.96, 4.97 (2H, dd, J = 5.3, 5.5, 3, 5-OH), 5.05 (1H, d, J = 4.8, 4-OH), 6.86 (2H, d, J = 7.6, H-8, 12), 6.89 (1H, d, J = 7.8, NH),6.95 (1H, t, J = 1.6, -10). 13C NMR spectrum (100 MHz, CDCl3, , ppm): 49.1 (a), 61.3 (t, -1), 70.7 (d, -3), 73.5 (d,-5), 77.8 (d, -4), 77.9 (d, -2), 84.5 (d, -6), 115.1 (d, -8, d, -12), 121.5 (d, -10), 123.1 (s, -9, s, -11), 150.7 (s, -7).

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 626-40-4.

Reference:
Article; Makaev; Pogrebnoi; Chemistry of Natural Compounds; vol. 52; 1; (2016); p. 86 – 89; Khim. Prir. Soedin.; (2015); p. 80 – 83,4;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-40-4, 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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows.

It was diluted with dioxane and EtOAc, filtered through celite, concentrated and subjected to flash column with 0-5% MeOH in DCM to isolate 3-bromo-5-(2H-1,2,3-triazol-2-yl)aniline (273 mg), 3,5-di(2H-1,2,3-triazol-2-yflaniline (559 mg), 3-(1H-1,2,3-triazol-1-yl)-5-(2H-1,2,3-triazol-2-yl)aniline (636 mg), and 3,5-di(1H-1,2,3-triazol-1-yl)aniline (100 mg). The mixture of tert-tutyl ((1S,2R)-2-((6-chloro-5-cyanopyrazin-2-yl)amino)cyclohexyl)carbamate (90 mg, 0.26 mmol), 3,5-di(2H-1,2,3-triazol-2-yl)aniline (88 mg, 0.39 mmol), powder cesium carbonate (340 mg, 1.04 mmol), BINAP (31 mg, 0.05 mmol), Pd(OAc)2 (12 mg, 0.05 mmol) in 15 mL dioxane was degassed with argon stream. It was stirred in argon atmosphere at 110 C. for 16 h. The mixture was cooled, diluted with 100 mL EtOAc, vigorously stirred, and filtered through celite. The filtrate was concentrated and subjected to silica flash column with 0-55% EtOAc in hexane to isolate the coupling product. It was then stirred in 5 mL TFA and 1 mL conc. H2SO4 at 80 C. for 20 m.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromoaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Portola Pharmaceuticals, Inc.; Song, Yonghong; Xu, Qing; Jia, Zhaozhong J.; Kane, Brian; Bauer, Shawn M.; Pandey, Anjali; US2013/131040; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary