Category: bromides-buliding-blocks

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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H10BrN

General procedure: Amine (1 equiv.) and aldehyde (5 equiv.) were dissolved in a 1:1 mixture of methanol/phosphatebuffer (10 mL, 0.25 M solution at pH 6). The resulting solution was stirred at 100 C for 12 h. The crudemixture was cooled to r.t. and purified by preparative HPLC (Gradient 1). Fractions containing thedesired product were combined, concentrated under vacuum and co-evaporated with methanol(3 x 20 mL).

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pesnot, Thomas; Gershater, Markus C.; Edwards, Martin; Ward, John M.; Hailes, Helen C.; Molecules; vol. 22; 4; (2017);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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 10546-67-5, Recommanded Product: 2,6-Dibromo-4-(tert-butyl)aniline

41.0 g (133.54 mol) of Intermediate 14, 22.7 g (133.54 mol) of 2-methoxybenzoyl chloride and 500 mL of THF were added and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. And solidified with diisopropyl ether (IPE) to obtain 38.2 g (yield: 64.8%) of a white solid compound (Intermediate (15)).

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; Samsung Display Co., Ltd.; Raepto Co., Ltd.; Cho Hwan-hui; Bae Seong-su; Oh Yu-jin; Kim Gyu-ri; Jeong Hye-in; Han Gap-jong; Kim Nam-ho; Kim Hye-jeong; (64 pag.)KR2019/25788; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 766-46-1,Some common heterocyclic compound, 766-46-1, name is 2′-Bromophenylacetylene, molecular formula is C8H5Br, 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: In a 25 mL of flask, t-BuLi (2 mmol, 1.6 M in pentane) was added dropwise at -78 C to a stirred solution of o-bromoethynylbenzene (1 mmol, 181 mg) or its derivative (1 mmol) in Et2O (5 mL) and the reaction mixture was allowed to warm to room temperature. After stirring at room temperature for 1 h, S8 (0.25 mmol, 64 mg) was added and the reaction was stirred at room temperature for 2 h. The solvent of the reaction mixture was evaporated under vacuum and THF (5 ml) was added. After that, an electrophile (2 mmol) was added dropwise at room temperature. After stirring at room temperature for 1 h, the solvent of the reaction mixture was evaporated under vacuum. The residue was purified by chromatography to give products 4 and 6.

The synthetic route of 766-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zitao; Geng, Weizhi; Wang, Hanliu; Zhang, Shaoguang; Zhang, Wen-Xiong; Xi, Zhenfeng; Tetrahedron Letters; vol. 52; 51; (2011); p. 6997 – 6999;,
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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF4

A mixture of sodium thiomethoxide (0.317g) and 5-bromo-2-fluorobenzotrifluoride (L. OG) in DMF (4ML) was heated at 50C for lh then poured into water and extracted with isohexane. The organics were washed with brine, dried and evaporated under reduced pressure. Yield 0. 762g H NMR DMSO-d6: 8 7.74 (1H, d); 7.59 (1H, dd); 7.22 (1H, d); 2.51 (3H, s)

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 393-37-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/18529; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 55289-36-6, 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 55289-36-6 as follows.

Reference Production Example 8(0597) A mixture of 25.0 g of 1-bromo-2-methyl-3-aminobenzene, 60.0 g of triphosgene, and 400 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 30.3 g of 1-bromo-3-isocyanato-2-methylbenzene (hereinafter referred to as 8A). (0598) 1H-NMR (CDCl3) delta (ppm): 2.42 (3H, s), 7.00 (1H, dt, J=0.5, 8.0 Hz), 7.05 (1H, dd, J=1.7, 8.0 Hz), 7.39 (1H, dd, 1.5, 7.7 Hz).

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SHIODA, Takayuki; ARIMORI, Sadayuki; (191 pag.)US2016/157489; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61613-22-7, The chemical industry reduces the impact on the environment during synthesis 61613-22-7, name is 2-Bromo-N-phenylaniline, I believe this compound will play a more active role in future production and life.

The 34·7 g (140 mmol) of 2-bromo diphenylamine initially introduced 350ml of absolute THF and cooled to -78 C, and the THF was added to 112 ml (280 mmol) of 2.5 Mu n-BuLi . The mixture was then thawed to -10 C stirred for another 1 h at this temperature. Was slowly added dissolved in 600ml of THF of 30 g (86 mmol) 10-biphenyl-4-yl-2,7-diphenyl-10H- acridine-9-one. The mixture is then stirred for another 24 h at room temperature. 100 ml of a solution of ammonium chloride was added, stirring continued briefly, and the organic phase was separated, and the solvent removed in vacuum. The residue was suspended at 40 C in 750 ml of warm glacial acetic acid, added to 60 ml of concentrated hydrochloric acid to the suspension, and the mixture was then stirred at room temperature for another 8 h. After cooling, it is filtered off with suction the precipitated solid was washed once with 100 ml of water, washed three times with each 100 ml of ethanol and finally recrystallized from heptane. Yield: 35.3 g (54 mmol), 77% theory.

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-Bromo-N-phenylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; PFISTER, JOCHEN; VOGES, FRANK; MONTENEGRO, ELVIRA; MUJICA, FERNAUD, TERESA; (101 pag.)TW2016/2091; (2016); A;,
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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 61326-44-1

[0070] Synthesis of tcbpe-F (Ri = F, R2 to R4 = H in Scheme 1): To a 250m1 three-neck flask, tetra-(4-bromo-phenyl)ethylene (tpe-Br, 2.71 g, 4.2 mmol), 3-fluoro-4- (methoxycarbonyl)phenylboronic acid (5.OOg, 25.2 mmol) and Pd(PPh3)4 (0.40g ) were added, then THF (100 mL) and K2C03 aqueous solution (3.OM, 15 mL) were added under nitrogen protection at room temperature. The mixture solution was kept at 90 °C for three days. After cooling to room temperature, the reaction solution was extracted with dichloromethane for three times (100 mL x 3). The organic phase was washed with water, dried with anhydrous magnesium sulfate. The crude mixture was purified by flash chromatography using dichloromethane/methanol (V : V =40: 1) as fluent. The product, tcbpe-F-ester, was obtained as green-yellow solid in 63.3percent yield (2.50 g). ?H NMR (400 MHz, CDC13) t5: 7.90 (t, J= 10.8 Hz), 7.36 (d, 8H,J= 11.2 Hz), 7.28 (m, 8H), 7.12(d, 8H,J= 11.2 Hz), 3.87(s, 12H).

The synthetic route of 61326-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LI, Jing; HU, Zhichao; GONG, Qihan; WO2015/164784; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0, A common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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 : A solution of A/fA/-diisopropylethytamine (2.4 mL, 17.1 mmol, 1 eq) in THF (10 mL) was cooled to -78C. A solution of /7-butyllithium in hexanes (2.5M, 6.85 mL, 17.1 eq) was added dropwise with stirring. The solution was warmed to 0C for 10 min, then cooled again to -78C. At -78C, a solution of methyl 4-(cyanomethyl)benzoate (3g, 20 mmol, 1 eq) in THF (8 mL) was added dropwise to the LDA solution (a dark red slurry formed). After stirring the resulting slurry for 10 minutes at -78C, 1-bromo-3,3- dimethylbutane (2.46 mL, 17.9 mmol, 1.05 eq) was added rapidly. The reaction was stirred for 30 minutes at -78C then was warmed to room temperature. After 1h, hexamethylphosphoramide (2.5 mL, 14 mmol) was added, and the reaction was stirred at room temperature for 16h. The reaction mixture was partitioned between EtOAc and 1N HCi. The aqueous layer was discarded, and the organic layer was washed with 1 HCI and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated to afford a crude residue which waschromatographed on silica gel (gradient elution, 0% to 30% EtOAc in hexanes, SiO2) to afford the desired product as a white crystalline solid (2.49g, 54%),

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; WONG, Michael, K.; LAVEY, Brian, J.; YU, Wensheng; KOZLOWSKI, Josheph, A.; DEMONG, Duane, E.; DAI, Xing; STAMFORD, Andrew, W.; MILLER, Michael, W.; ZHOU, Guowei; YANG, De-Yi; GREENLEE, William, J.; WO2011/119559; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 14659-58-6, 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. 14659-58-6 name is 2-Bromo-5-fluoro-1,3-dimethylbenzene, 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.

In Step 2, Compound 78 (10 g) was converted Compound 79 using methyl 2- mercaptoacetate in piperidine/pyridine at 100 C. The reaction was stirred for 4 hour prior to purification that yielded Compound 79 (11.7 g). In Step 3, Compound 79 (2 g) was converted to benzothiophene Compound 72 using SOCI2 in xylenes/pyridine. The reaction was heated to 120 C and allowed to stir overnight. In Step 4, Compound 72 is subjected to n-butyl lithium and 2- bromo-5-fluoro-1,3-dimethylbenzene to afford Compound 73. In Step 5, Compound 73 is demethylated using BBr3 to afford Compound 74. In Step 6, Compound 74 is reacted with sodium hydride and benzyl bromide to afford Compound 75. In Step 7, Compound 75 is mixed with Compound 38 and cesium carbonate in DMSO to afford Compound 76. In Step 8, the benzyl protecting group of Compound 76 is removed by hydrogenation to afford Compound 112.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-fluoro-1,3-dimethylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay, Copeland; (187 pag.)WO2020/37251; (2020); A1;,
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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., Quality Control of (4-Bromo-2-fluorophenyl)methanamine

At 0C, p-toluenesulfonyl chloride (4.00g, 21mmol) was added in portion to a solution of 5-bromo-2-fluorobenzlamine (4.08g, 20mmol) and triethylamine (4.04g, 40mmol) in DCM (60mL). The mixture was reacted at 0C for 30mins, followed by removing the ice bath, further reacting at room temperature for 16hrs, then being concentrated under reduced pressure. The residue was purified by silica column chromatography (PE:EA = 5:1) to give compound 9-f (5.30g, yield 74%). LC-MS (ESI): m/z = 358 [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.

Reference:
Patent; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary