Bromides-buliding-blocks

61613-22-7, A common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, molecular formula is C12H10BrN, 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.

(2) To a solution of 150 mL of a 0.194 mol/L 2-bromo-N-phenylaniline in anhydrous tetrahydrofuran at a temperature of -78 C, 2.5 mL/L of n-BuLi hexane solution 25.6 mL was added dropwise. After stirring for 2 h, 110 mmol of fluorenone was added, and after stirring for 30 min, the reaction mixture was warmed to room temperature and stirred overnight; after quenching with a large amount of water, the mixture was extracted three times with chloroform; and the combined chloroform solution was dried over anhydrous magnesium sulfate. Concentration, filtration and evaporation gave the crude hydroxy intermediate; the obtained crude hydroxy intermediate was dissolved in 150 mL of chloroform, 64.02 mmol of methanesulfonic acid was added, then refluxed for 10 hours; after cooling to room temperature, the resulting solution was carefully poured into excess carbonic acid. The mixture was stirred with chloroform for 20 min; EtOAc (EtOAc)EtOAc. -] (See Li, B.-W.; Li, Z.-Y.; Hu, T.-P.; Zhang, Y.; Wang, Y.; Yi, Y.-P.; Guo, F .-Y.;Zhao, L.-CJ Mater. Chem. C, 2018, 6, 2351-2359).The yield of the obtained 10H-spiro[acridine-9,9′-oxime] was 51%, and the purity was >99%.

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shihezi University; He Lin; Wang Weihua; Du Guangfen; Gu Chengzhi; (22 pag.)CN109485605; (2019); 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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., 10016-52-1

A single-mouth flask was taken, 3.26 g of 3,6-dibromodibenzothiophene was added, sealed and vacuum-dried with nitrogen three times, and 100 mL of anhydrous tetrahydrofuran (THF) was dissolved and dissolved under a nitrogen atmosphere.The device was then placed in a dry ice/acetone bath at -78 C for 15 min.13.75 mL of a n-hexane solution of n-butyllithium was weighed using a syringe.The mixture was added dropwise to a reaction flask, and reacted at -78 C for 1.5 h under a nitrogen atmosphere to obtain a reaction system.3.74 mL of diphenylphosphonium chloride was added to the reaction system, and the mixture was allowed to react at room temperature for 12 hours.The reaction solution was quenched with 50 mL of water and extracted with 3¡Á50 mL of dichloromethane.The organic phase was collected and dried over anhydrous sodium sulfate. The dichloromethane solution was spun off using a rotary evaporator.The crude product was then dissolved in 50 mL of dichloromethane, silica gel powder was added and the solvent was dried.Purification by chromatography gave an arylphosphine derivative. The obtained arylphosphine derivative and 0.6 gThe sulfur powder was dissolved in a dichloromethane solution and allowed to react at room temperature overnight.The dichloromethane solution was spun off using a rotary evaporator. Then the crude product was dissolved to 50 mLAdd silica gel to the dichloromethane and spin dry the solvent.Purification by chromatography gave 1.91 g of a white solid.The yield was 37.1%.

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; Nanjing University of Posts and Telecommunications; Tao Ye; Li Huanhuan; Jiang Yunbo; Zhi Yibin; Chen Runfeng; Huang Wei; (11 pag.)CN109912654; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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-bromophenethylamine (5.00 g, 25.0 mmol), potassium carbonate (5.18 g, 37.5 mmol) in CH2Cl2 (125 ml) was stirred for 15 min at room temperature, and boc anhydride was added (6.04 mL, 26.3 mmol). After 16 h, the reaction mixture was washed with H2O (125 mL 3) and brine (75 mL). The organic layer was dried with anhydrous Na2SO4 and concentrated in vacuo. The residue was washed with n-hexane and gave 13 as a white solid (6.63 g, 88%); Rf = 0.50 (EtOAc 1: n-Hexane 3); 1H NMR (300 MHz, DMSO-d6) delta 1.43 (s, C(CH3)3), 2.75 (t, J = 6.6 Hz, NHCH2CH2), 3.34-3.35(m, NHCH2CH2), 7.06 (d, J = 8.0 Hz, 2 ArH), 7.42 (d, J = 8.2 Hz, 2 ArH); 13C NMR (75 MHz, DMSO-d6) delta 28.4 (C(CH3)3), 35.7 (NHCH2CH2), 41.6 (NHCH2CH2), 79.3 (C(CH3)3), 120.2, 130.6, 131.6, 138.0 (6 ArC), 155.8 (C(O)).

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yeon, Seul Ki; Choi, Ji Won; Park, Jong-Hyun; Lee, Ye Rim; Kim, Hyeon Jeong; Shin, Su Jeong; Jang, Bo Ko; Kim, Siwon; Bahn, Yong-Sun; Han, Gyoonhee; Lee, Yong Sup; Pae, Ae Nim; Park, Ki Duk; Bioorganic and Medicinal Chemistry; vol. 26; 1; (2018); p. 232 – 244;,
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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., 955959-84-9

Under nitrogen environment (N2 purging), Compound H was dissolved in tetrahydrofuran and then 1.2 equivalents of n-butyllithium were added slowly at -78 C. The reaction mixture was stirred at -78 C for 1 hour, and then the reaction mixture was stirred at room temperature for 2 hours.Again the reaction mixture was cooled to -78 trimethyl borate was added and slowly raised to room temperature and stirred for 2 hours. HCl (5.0%) diluted in the reaction mixture was slowly poured and stirred for 1 hour while maintaining the pH between 5 and 6, and then extracted with dichloromethane. The organic layer was extracted with brine and DI water, and then water was removed with MgSO 4. After removing the organic solvent, compound I was obtained.

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; LG Display Co., Ltd.; Yoon Gyeong-jin; Noh Hyo-jin; (33 pag.)KR2019/63923; (2019); 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 7745-91-7

Step 1.2: N-(3-Bromo-4-methyl-phenyl)-3-trifluoromethyl-benzamide A solution of 5.8 mL (39 mmol) 3-trifluoromethyl-benzoyl chloride in 80 mL acetonitrile is treated drop-wise and at RT with 12.2 mL (78 mmol) triethylamine, followed by 7.8 g (42.9 mmol) 3-bromo-4-methyl-aniline. During the slow addition of the 3-trifluoromethyl-aniline, the temperature rises to about 30 C. The mixture is stirred at room temperature for 10 h and then cooled to 0 C. Water is added (100 mL) and the resulting precipitate filtered off, washed with water and dried. The solid is suspended in hexane stirred for a few min, filtered and dried again to give the title compound as a colourless solid; m.p. 153-155 C.; HPLC tR=4.54 min.

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Caravatti, Giorgio; Furet, Pascal; Imbach, Patricia; Martiny-Baron, Georg; Perez, Lawrence Blas; Sheng, Tao; US2006/35897; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 73918-56-6 name is 2-(4-Bromophenyl)ethanamine, 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. 73918-56-6

(1171) [00391] To a mixture of 2-(4-bromophenyl)ethanamine (10.0 g, 50.0 mmol) and saturated aqueous sodium bicarbonate (375 ml) was slowly added Cbz-Cl (10.3 g, 8.56 ml, 60.0 mmol). The reaction mixture was allowed to stir at RT for 1 hour (a white precipitate forms) and then extracted with EtOAc (2 x 200 mL). The organic layers were combined, washed with water (100 mL) and brine (100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by FCC eluting with 5 – 20% EtOAc in hexanes to afford benzyl (4-bromophenethyi)earbamate as a white solid (16.7g, 100%). LCMS (ESI, m/z): 334, 336 [M ] [J .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromophenyl)ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); 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. 608-30-0, name is 2,6-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 608-30-0

[0310] 3 -Chloroperoxy benzoic acid (77%, 11.97 mmol, 2.68 g) was added to a solution of 2,6-dibromoaniline (3.39 mmol; 1.00 g) in chloroform (24 ml). The resulting thick light green suspension was stirred at room temperature overnight. The reaction mixture was diluted with chloroform, washed with saturated aqueous sodium thiosulfate solution (2X), saturated aqueous sodium bicarbonate solution (3X) and brine, dried over anhydrous sodium sulfate and concentrated to afford the titled compound as a light tan solid. This product was taken on to the next step without further purification. NMR (400 MHz, CDCh) delta 7.74 (d, J = 7.96 Hz, 1H), 7.67 (dd, J = 33.6 Hz, J = 8.12 Hz, 1H), 7.25 (m, 1H).

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CHILDERS, Wayne, E.; ABOU-GHARBIA, Magid, A.; MORTON, George, C.; ISSA, Jean-Pierre, J.; ZHANG, Hanghang; (209 pag.)WO2018/136766; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, 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. 7745-91-7

4-(4,4?-Dimethoxybenzhydryl)-thiophenyl boronic acid (10 mmol) and 3-bromo-4-methylaniline (1.86 g, 10 mmol) were dissolved in MeCN (40 mL). Pd (PPh3)4 (50 mg) and aqueous solution K2CO3 (1M, 22 mL) were added before the reaction mixture was heated portion-wise in a microwave oven (160 C., 400 sec). Products were distributed between ethyl acetate and water. The organic layer was washed with water, brine and dried over MgSO4. Evaporation yielded an oil that was used without purification in the next step. ESI-MS ink calc. 441.0. found 442.1 (M+1).

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 7745-91-7.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1647-26-3

1-(5-thiazolyl)-3-cyclohexylpropan-1-ol A solution of thiazole-5-carboxaldehyde (2.31 g, 20.4 mmol) in 20 mL of in THF was added to a cold (0 C.) solution of 2-cyclohexylethylmagnesium bromide (prepared from 2-bromoethylcyclohexane (7.88 g) and magnesium turnings (1.22 g)) in 30 mL of ethyl ether and the mixture stirred 30 minutes. The cold bath was removed and the mixture stirred for 2 hours more and then quenched by the addition of 3N aqueous HCl. The solution was stirred until 2 clear phases resulted and then the layers were separated. The pH of the aqueous phase was adjusted to 4 with 2M aqueous sodium carbonate and then extracted with 3 portions of ethyl acetate. All the organic phases were combined and washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography on silica gel (125 g, 50% ethyl acetate/hexanes) to provide 2.69 g (58%) of the title compound. MS (DCI, NH3): 226 (MH+); 243 (M+NH4)+.

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, 1647-26-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; University of Pittsburgh; US6204293; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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. 583-70-0

General procedure: Magnesium turnings (180 mg, 7.5 mmol) and a little iodine were placed in a 50 mL three-necked flask equipped with a magnetic stirring bar, a reflux condenser and a nitrogen bubbling tube flushed with nitrogen. Then, RBr (5 mmol) was added dropwise to react with magnesium in dry THF (15 mL) for 1 h at 45 C. Selenium powder (0.4 g, 5 mmol) was added to the reacting mixture in batches. After reacting for 0.5 h, CuI (142 mg, 15 mol%), L-proline(180 mg, 30 mol%), toluene (20 mL), H2O (5 mL) and styrene (5 mmol) were added and kept for 8 h at 85 C. After cooled at room temperature, the cool mixture was added with dilute hydrochloride aqueous solution, and then filtered. The filtrate and filtered residue were both extracted with ethyl acetate. After the ethyl acetate was evaporated under reduced pressure, the crude product was analyzed by GC-MS directly. Isolated yields and pure samples subjected to spectroscopic analysis were obtained by TLC with n-hexane as developing solvent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 583-70-0, its application will become more common.

Reference:
Article; Gao, Fei; Tang, Yu; Li, Zhi-Hao; Pan, Feng; Yang, Jun; Zhang, Yuan-Ming; Tetrahedron Letters; vol. 53; 42; (2012); p. 5688 – 5690;,
Bromide – Wikipedia,
bromide – Wiktionary