Month: November 2020

The chemical industry reduces the impact on the environment during synthesis 3638-73-1, name is 2,5-Dibromoaniline, I believe this compound will play a more active role in future production and life. 3638-73-1

3.1) In a 5 L three-necked flask, 836 g of compound III, 1500 mL of ethyl acetate and 900 mL of acetic anhydride were added and stirred for 10 min to obtain a mixture E; 3.2) Add 400 mL of triethylamine to vessel C where mixture E is located. Reflux at 70 C for 2 h to obtain a mixture F; 3.3) After filtering the mixture F, washing with ice ethanol, adjusting the pH to 8-10 with sodium hydroxide solution, and performing an ice bath; 3.4) The product precipitated after the ice bath in step 3.3) is filtered and washed with ice ethanol. Obtaining 2-acetamido-p-dibromobenzene, ie, compound 897.98 g (yield 92%);

The chemical industry reduces the impact on the environment during synthesis 3638-73-1. I believe this compound will play a more active role in future production and life.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

327-51-5, The chemical industry reduces the impact on the environment during synthesis 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, I believe this compound will play a more active role in future production and life.

Example 9 Synthesis of Compound 31 In a 1,000-mL three-necked flask were placed 8.0 g (27.8 millimoles) of 2-carbazolylphenylboronic acid, 4.0 g (12.8 millimoles) of 1,4-dibromo-2,5-difluorobenzene, and 1.6 g (1.4 millimoles) of tetrakis(triphenylphosphine)palladium(0), then 75 mL of ethanol and 150 mL of toluene were added, and the mixture was stirred. Thereafter, a solution of 14.3 g (135.0 millimoles) of sodium carbonate in 150 mL of water was thrown into the flask. The mixture was then heated to 80C and stirred for 17 hours. The reaction solution was cooled to room temperature, transferred to a 1,000-mL separatory funnel, and separated into an organic layer and an aqueous layer. The organic layer was washed three times with 200 mL of water and then dehydrated over magnesium sulfate, the magnesium sulfate was filtered off, and the solvent was distilled off under reduced pressure. The reaction mixture thus obtained was purified by recrystallization from THF and methanol to yield 5.1 g of Compound 31 as a white solid; EI-MS, 597 (M+1); melting point, 263C; glass transition temperature, 92C.

The chemical industry reduces the impact on the environment during synthesis 1,4-Dibromo-2,5-difluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nippon Steel Chemical Co., Ltd.; EP2272828; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

86845-27-4,Some common heterocyclic compound, 86845-27-4, name is 5-Bromo-2-methylbenzotrifluoride, molecular formula is C8H6BrF3, 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.

Compounds 2 to 12 can be prepared in analogy to compound 1.In the case of compound 1 1 , the required intermediate for step a) was synthesised as follows: To a stirred solution of 4-bromo-1-methyl-2-trifluoromethylbenzene (10 g) in tetrachloromethane (100 ml) at room temperature is added N-bromosuccinimide (7.5 g) and azobisisobutyronitrile (700 mg). After 15 h of stirring at reflux, the reaction is allowed to cool to room temperature, water is added and the reaction mixture is extracted twice with ethyl acetate. The organic layer is washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue is purified by flash chromatography (9:1cyclohexane: ethyl acetate) to yield 4-bromo-1-bromomethyl-2-trifluoromethylbenzene (7.1 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methylbenzotrifluoride, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MARTYRES, Domnic; ANDERSKEWITZ, Ralf; HOENKE, Christoph; KRIEGL, Jan; OOST, Thorsten; RIST, Wolfgang; SEITHER, Peter; WO2012/130633; (2012); 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. 2695-47-8 name is 6-Bromo-1-hexene, 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. 2695-47-8

General procedure: A 70 ml oven dried autoclave containing a stirrer bar wascharged the AgI (0.5 mg, 0.002 mmol) and Cs2CO3 (978 mg, 3.0mmol). The autoclave was purged three time with CO2 and theterminal alkynes 1 (2.0 mmol), bromides 2 (3.0 mmol), and dryDMF (20 ml) were then added sequentially via a syringe. Theautoclave was then sealed and pressurized to the appropriatepressure with CO2. The reaction mixture was then stirred at 60C for 24 h and the autoclave was cooled to room temperatureand the remaining CO2 slowly vented from the system. Thereaction mixture was diluted with water (30 ml) and extractedwith ethyl acetate (30 ml ¡Á 3). The combined organic layerswere washed with water and brine, dried over Na2SO4, andfiltered. The solvent was removed under vacuum. The productwas isolated by column chromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-1-hexene, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Linlin; Zhang, Wenzhen; Shi, Linglong; Ren, Xiang; Lue, Xiaobing; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 6; (2013); p. 1179 – 1186;,
Bromide – Wikipedia,
bromide – Wiktionary

586-61-8, Name is 1-Bromo-4-isopropylbenzene, 586-61-8, 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.

A mixture of 10 g(50 mmol) 1-bromo-4-isopropylbenzene, 7.4 g(55 mmol) of 4-isopropylaniline, 0.25 g(1 mmol) of palladium(II)acetate, 0.75 g(2.0 mmol) of 2-(dicyclohexylphosphino)biphenyl, 9.6 g(100 mmol) of sodium tert-butoxide and 100 ml of o-xylene was refluxed under nitrogen overnight. After finishing the reaction, the solution was filtered at 100 C., to receive the filtrate, and the filtrate was added to 1 L MeOH, while stirring and the precipitated product was filtered off with suction. To give 4.7 g(yield 37%) of yellow product which was recrystallized from hexane.

Statistics shows that 1-Bromo-4-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 586-61-8.

Reference:
Patent; LUMINESCENCE TECHNOLOGY CORPORATION; Yen, Feng-Wen; (56 pag.)US9537103; (2017); B1;,
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. 51554-93-9, name is 1-Bromo-4-octylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 51554-93-9

Under nitrogen atmosphere, 10 ml of a solution of 1.6M n-butyl lithium (16 mmol) in hexane is put into a 100 ml three-necked flask cooled at -80 C. After cooling to -80 C., 10 ml of THF is added dropwise thereto using a dropping funnel while the THF is maintained at -60 C. Thereafter, 3.1 g (16 mmol) of 1-bromo-4-n-octylbenzene maintained at -60 C. is added dropwise thereto using a dropping funnel. The resultant mixture is stirred at -40 C. for 1 hour, and a solution of 2.3 g (22 mmol) of trimethyl borate in 10 ml of THF is added dropwise to the mixture using a dropping funnel while the temperature of the added solution is maintained at -40 C. Thereafter, the temperature of the mixture is gradually increased to 10 C. over 2 hours, and 50 ml of a 10% HCl aqueous solution is added thereto at 0 C., and extraction is performed using 100 ml of toluene. The extract is washed with 100 ml of pure water three times, and is dehydrated using sodium sulfate. Toluene is distilled off by reducing the pressure, whereby remaining matter in an amount of 3.3 g is obtained. The remaining matter is washed with a mixed solution of 100 ml pure water/100 ml hexane, whereby 2.0 g of Compound V-a, which is 4-n-octylphenyl borate, is obtained. The obtained compound is identified as the desired product by 1H-NMR and IR.

The synthetic route of 51554-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJI XEROX CO., LTD.; US2010/137611; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, 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. 49764-63-8

6,7-Dibromo-1,4-dihydroquinoxaline-2,3-dione. A mixture of 4,5-dibromo-1,2-phenylenediamine (1.862 g, 7.0 mmol) and oxalic acid dihydrate (1.06 g, 8.4 mmol) in 2N HCl (100 mL) was heated at 125 C. for 2 h then allowed to cool to 25 C. The solid was collected by vacuum filtration, washed with water and dried at 40 C. under 1 mmHg for 10 h affording 2.053 g (92%) of the title compound as a light brown powder. 1 H NMR (DMSO-d6) 11.995 (s, 2H), 7.361 (s, 2H).

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, 49764-63-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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. 2695-48-9

1-(7,8-Dihydroxyoctyl)-3,7-dimethylxanthine was used as an intermediate for the synthesis of inventive compound no. 1514 (example 12). To a suspension of sodium hydride (580 mg, 24.2 mmol) in dimethylsulfoxide (100 ml) was added theobromine (3.96 g, 22.0 mmol). After stirring for 30 min, 8-bromo-1-octene (3.96 g, 22 mmol) was added and the mixture was stirred for 16 hr. The mixture was poured into water (200 ml) and extracted with dichloromethane (3*50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (50 ml), dried over sodium sulfate, and the solvent was evaporated under vacuum to give 1-(7-octenyl)-3,7-dimethylxanthine (6.22 g, 97% yield) as an oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2695-48-9, its application will become more common.

Reference:
Patent; Cell Therapeutics, Inc.; US6020337; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

108-85-0, A common compound: 108-85-0, name is Bromocyclohexane, 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.

Example 9 (E)-2-(3-Chloro-4-methanesulfonyl-phenyl)-2-cyclohexyloxyimino-N-(1-methyl-1H-pyrazol-3-yl)-acetamide Solid potassium carbonate (6.91 g, 50.0 mmol) was added to a solution of N-hydroxyphthalimide (4.08 g, 25.0 mmol) and 18-crown-6 (661 mg, 2.5 mmol) in dimethyl sulfoxide (62 mL), and the mixture was stirred at 25 C. for 5 min. To the mixture cyclohexyl bromide (12.3 mL, 100.0 mmol) was added, and the mixture stirred at 80 C. for 3 h. After ice-cooling, the mixture was poured into cold water and the resulting precipitate was collected by filtration in vacuo, washed with water (25 mL) and hexanes (15 mL) and dried in vacuo to afford 2-cyclohexyloxy-isoindole-1,3-dione (5.67 g, 93%) as a white solid which was used in the next step without further purification.

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, Bromocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/146625; (2008); 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. 67567-26-4 name is 4-Bromo-2,6-difluoroaniline, 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. 67567-26-4

The compound of formula XIV-1 (31.05 g, 0.15 mol), the compound of formula XIII-1 (30.3 g, 0.30 mmol)Phosphorus oxychloride(20.9 mL, 0.225 mol) were added sequentially to anhydrous toluene. Triethylamine (31.3 mL, 0.225 mol) was added in an ice bathConstant pressure funnel slowly added dropwise to the reaction flask,Maintain the internal temperature is less than 60 .The reaction flask was transferred to an oil bath and heated to reflux.After 2 hours, the reaction flask was cooled to room temperature, slowly poured into 300 g of ice water mixture, 300 ml of ethyl acetate was added, sufficientAfter the mixture was separated, the aqueous layer was extracted with 200 ml of ethyl acetate again. The combined organic layers were washed with saturated brine and dried over anhydrous sulfuric acidSodium dried, concentrated under reduced pressure to give a pale yellow solid, beaten with 100 ml of petroleum ether for 10 minutes, filtered under reduced pressure to give a compound of formulaCompound XV-1 (28.0 g) as an off white solid (yield 92.3%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,6-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Zhang Yinsheng; Liu Yingshuai; Qin Hui; Li Yuan; Zhao Kaidi; Miao Lei; Hu Jie; Liu Haiyan; Wang Xiaojin; (33 pag.)CN107266421; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary