Category: 327-51-5

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, Application In Synthesis of 1,4-Dibromo-2,5-difluorobenzene

To the solution of XLVII-1 (13.55 g, 50 mmol), in Et2O (150 mL) was added n-BuLi (2.5 N, 20 mL) at -78 C. The reaction mixture was stirred at -78 C. under Ar for 30 min and CO2 was bubbled into the solution. The mixture was warmed up to rt. The precipitate was collected by filtration and washed with Et2O. The obtained solid was treated with water and HCl (1N) to pH=2. The mixture was extracted with t-BuOMe. The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford XLVII-2 (10.0 g, yield 84.4%), which was used next step without 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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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. Formula: C6H2Br2F2

A solution of 1,4-dibromo-2,5-difluorobenzene (640 mg, 2.35 mmol) in dry diethyl ether (10 mL) cooled in a dry ice-acetone bath was treated dropwise with 2.5 M n-butyllithium in hexanes (1.04 mL, 2.59 mmol). The resulting solution was stirred at -78 C. for 30 min, then was treated with a piece of dry ice. The cooling bath was removed after 5 min and the mixture was stirred for another 30 min while warming to room temperature. The mixture was diluted with EtOAc and water. The organic phase was separated and washed twice with saturated aqueous NaHCO3. The combined aqueous phases were acidified with 1 M aqueous HCl, extracted twice with DCM, and the combined organic phases were dried and concentrated to give 4-bromo-2,5-difluorobenzoic acid as a white solid (297 mg, 53% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 327-51-5, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Qingjie; Watterson, Scott Hunter; Batt, Douglas G.; Ahmad, Saleem; Beaudoin Bertrand, Myra; Gong, Hua; Guo, Weiwei; Macor, John E.; Ngu, Khehyong; Tebben, Andrew J.; Tino, Joseph A.; (177 pag.)US2016/115126; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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 327-51-5 as follows.

1,4-Dibromo-2,5-difluorobenzene, 4-methoxycarbonylphenylboronic acid, potassium carbonate and tetrakis (triphenylphosphine) palladium were placed in a reaction In the reactor, and ethylene glycol dimethyl ether was added to the reactor, Then under the protection of nitrogen at 85 C for 36h after the first reaction A reaction solution, after the first reaction solution is cooled, The first reaction solution was poured into water and extracted with dichloromethane, and then ethylene glycol dimethyl ether was removed, The remaining material after pumping away ethylene glycol dimethyl ether, separated and purified by silica gel column chromatography to give To the intermediate product 2 ‘, 5′-difluoro- [1,1’: 4 ‘, 1 “-terphenyl] -4,4” -dimethyl ester;

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong University of Technology; He Jun; Huang Jian; Cao Peng; He Yonghe; Huang Jiahong; (22 pag.)CN105542751; (2017); B;,
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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H2Br2F2

1,4-dibromo-2,5-difluorobenzene (1.36 g, 5mmol), potassium carbonate (1.04 g, 7.5mmol), and palladium acetate (56 mg, 0.25mmol) were taken under argon atmosphere, and DMAc (15 mL) was added and suspended. Into this mixture, a pivalic-acid-toluene solution (1.0M, 1.5 mL, 1.5mmol) and a tri-cyclohexyl phosphine toluene solution (0.6M, 833 **L, 0.5mmol), 2-(2-methylpropyl) thiazole (2.1 mL, 15mmol) was added, and it agitated at 100 degrees C for 20 hours. The mixed solvent (2:1) of chloroform and hexane was added to the reaction mixture after ending reaction, and it filtered using alumina. Silica gel column chromatography (eluate: hexane/ethyl acetate) refined the rough product obtained by condensing a filtrate, and it obtained the target 5-(4-bromo-2,5-difluorophenyl)-2-(2-methylpropyl) thiazole as a brown oily matter (414 mg, 25%).

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; Aihara, Hidenori; kikuchi, Mai; Hachiya, Hitoshi; Watanabe, Makoto; (39 pag.)JP2017/66069; (2017); A;,
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 327-51-5 as follows. SDS of cas: 327-51-5

To a Et2O solution (200 mL) containing 1,4-dibromo-2,5-difluorobenzene (19.72 g, 72.5 mmol) cooled to -78 degrees C. was added 30.5 mL of a 2.5 M hexanes solution of n-BuLi (76.2 mmol). The resulting green solution was stirred for 20 min at -78 degrees C. when DMF (7.95 g, 10.8 mmol) was added. The reaction was stirred for 30 min and then quenched with H2O. The organics were taken up in EtOAc and washed with sat. NaHSO4 followed by drying over MgSO4. The solvent was removed in vacuo and the residual oil purified on the Biotage (2-5% EtOAc/hexanes) yielding 11.4 g (51.7 mmol) of 4-bromo-2,5-difluorobenzaldehyde. 1H NMR (400 MHz, CDCl3) delta 10.2 (s, 1H), 7.57 (m, 1H), 7.45 (m, 1H) ppm.

According to the analysis of related databases, 327-51-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 327-51-5, A common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

In a 1 L round bottom flask equipped with a reflux condenser under argon, a mixture of 1,4-dibromo-2,5-difluorobenzene (53.7 g, 197 mmol), (2-methoxyphenyl)boronic acid (20 g, 132 mmol), potassium phosphate monohydrate (60.5 g, 263 mmol) in dimethoxyethane (DME) (590 mL) and water (65 ml) was bubbled with argon for 10 min, then tetrakis (1.521 g, 1.316 mmol) was added and the reaction mixture was refluxed at 82 C. for 8 hours. The reaction was monitored by liquid chromatography-mass spectroscopy (LCMS). The reaction mixture was cooled to room temperature and treated with water (200 ml). The aqueous layer was separated and extracted several times with ethyl acetate (300 ml each). The organic layer was washed with brine (200 mL), dried with Na2SO4, filtered, concentrated, and dried in vacuo. The crude product was chromatographed on a 220 g gold SiO2 column eluting with 0-40% EtOAc/Hexane to yield 5-bromo-2,4difluoro-2?-methoxy-1,1?byphenyl as clear oil (19.68 g, 50% yield).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; JI, Zhiqiang; TSAI, Jui-Yi; DYATKIN, Alexey Borisovich; LIN, Chun; US2019/233451; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, Quality Control of 1,4-Dibromo-2,5-difluorobenzene

Freshly titrated n-butyl lithium (27. 0 ml, 1. 39 M in hexanes) is added slowly (over about 30 minutes) to a-78 C solution of diethyl ether (90 ml) containing 1, 4-dibromo- 2, 5-DIFLUOROBENZENE (1, 10. 22 g, 0. 038 mol). The resulting yellow solution is stirred at-78 C for 2 hours to give a yellow suspension. Several pellets (-10) of dry ice are added to the suspension, which is then allowed to warm slowly to room temperature as it degasses (approximately 40 minutes). The resulting suspension is acidified with a 1 M aqueous solution of hydrochloric acid (500 ml), and the product extracted with diethyl ether (5 x 200 ml). The combined organics are washed with water (4 x 100 ml) and filtered. The ether solution is concentrated to approximately 200 ml under reduced pressure, and the product extracted into a saturated aqueous solution of sodium bicarbonate (3 x 200 ml). The combined aqueous extracts are washed with methylene chloride (3 x 100 ml) and acidified with hydrochloric acid. The product is extracted with diethyl ether (3 x 200 ml), and the combined organic extracts washed with water (2 x 200 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give (2) as a pale yellow SOLID. 1H NMR (300 MHz, DMSO-d6) : 5 7. 74 (dd, JH-F = 8. 5 Hz, 6. 5 Hz, 1H), 7. 84 (DD, JH-F = 10. 0 Hz, 5. 5 Hz, 1H), 13. 7 (br, 1H, CO2H). 19F{1H} NMR (282 MHz, DMSO-d6) : No.-114. 0 (d, JF-F = 17. 0 Hz, 1F),-113. 6 (D, JF-F = 17. 0 Hz, 1F). I3C {LH} NMR (75 MHz, DMSO-D6) : No.113. 6 (dd, JC-F = 23. 5 Hz, 10. 0 Hz), 118. 4 (DD, JC-F = 26. 5 Hz, 2. 5 Hz, CH), 120. 0 (DD, JC-F = 19. 0 Hz, 12. 0 Hz), 122. 2 (D, JC-F = 28. 0 Hz, CH), 154. 4 (dd, JC-F = 245. 0 Hz, 5. 5 Hz, CF), 156. 8 (dd, JC-F = 251. 5 Hz, 4. 0 Hz, CF), 163. 4 (m, COXH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromo-2,5-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1.. Add 1 mmol of 1,4-dibromo-2,5-difluorobenzene, 2.2 mmol of nitrogen-containing heterocyclic compound and 2.27 mmol of potassium carbonate to 5 mL of dimethyl sulfoxide.Then react at a temperature of 130 C for 6 h,Obtaining a mixed solution I containing a reactant;The mixture I containing the reactant is extracted using a mixture of water and dichloromethane.The organic layer obtained after the extraction is then dried using anhydrous sodium sulfate.The solvent is evaporated under reduced pressure using a rotary evaporator to obtain a crude reaction product I;The crude reaction product I is purified by column chromatography using solvent I as a solvent to obtain 1,4-dicarbazole-2,5-dibromobenzene;The nitrogen-containing heterocyclic compound described in the first step is Carbazole;The solvent I described in the first step is a mixed solution of petroleum ether and dichloromethane, and the volume ratio of petroleum ether to dichloromethane in the solvent I is 5:1;The volume ratio of water to dichloromethane in the mixture of water and dichloromethane described in the first step is 1:5;

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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Heilongjiang University; Xu Hui; Duan Chunbo; Han Chunmiao; Liang Qianqian; (46 pag.)CN107325811; (2019); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 327-51-5, These common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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.

Example i-7: methyl 5-fluoro-2-methoxy-4-(4,4,5,5-tetramethyl-l,3,2-dioxa borolan-2-yl)benzoate (i-7)Scheme i-7.i-7 i) Preparation of 4-bromo-2,5-difluorobenzoic acid (i-7b)To a solution of l,4-dibromo-2,5-difluorobenzene (i-7a) (1.1 g , 4 mmol) in Et20 (10 mL) at – 78 C was added n-BuLi (2.5M in hexane, 1.6 mL, 4 mmol) dropwise. The mixture was stirred for 30 min at -78 C and then quenched with an excess of freshly crushed dry ice. After 15 min, the mixture was brought to rt and diluted with H20. The aqueous layer was separated, and the organic layer was extracted with 10% aq. Na2C03. The combined aqueous layers were acidified with 1M HC1 and extracted with EtOAc. The combined organic layers were dried with Na2S04 and concentrated to give the title compound. LCMS (ESI) calc’d for C7H3BrF202 [M+H]+: 237, found: 237

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; N.V. ORGANON; KARSTENS, Willem Frederik Johan; STELT, Mario van der; CALS, Jos; AZEVEDO, Rita Corte Real Goncalves; BARR, Kenneth Jay; ZHANG, Hongjun; BERESIS, Richard Thomas; ZHANG, Dongshan; DUAN, Xiaobang; WO2012/106995; (2012); 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,4-Dibromo-2,5-difluorobenzene

Example 3 Preparation of (4-bromo-2,5-difluorophenyl)trimethylsilane To a solution of 1,4-dibromo-2,5-difluorobenzene (5 g, 18.4 mmol) in anhydrous Et2O (60 mL) at -78 C. (dry ice/acetone bath) was added n-BuLi (7.72 mL, 19.31 mmol) dropwise. The reaction mixture was stirred at -78 C. for 30 minutes (min) (light yellow color), then TMSCl (2.59 mL, 20.23 mmol) was added. The reaction mixture was allowed to slowly warm to 20 C. and was stirred for 12 h. The reaction mixture was poured into a saturated (satd) aqueous (aq) ammonium chloride solution (NH4Cl; 150 mL), and the crude product was extracted with Et2O (3*). The combined organic layers were washed with satd aq NaCl, dried over MgSO4, filtered and concentrated (orange/brown oil). The residue was purified by column chromatography (silica gel (SiO2), eluting with hexanes) to afford the title compound as a colorless oil (4.17 g, 86%): 1H NMR (400 MHz, CDCl3) delta 7.20 (dd, J=7.1, 5.1 Hz, 1H), 7.09 (dd, J=8.0, 4.4 Hz, 1H), 0.31 (d, J=0.9 Hz, 9H); 19F NMR (376 MHz, CDCl3) delta -105.42, -115.48; EIMS m/z 266.

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Epp, Jeffrey B.; Lowe, Christian T.; Renga, James M.; Schmitzer, Paul R.; Eckelbarger, Joseph D.; Guenthenspberger, Katherine A.; Siddall, Thomas L.; Yerkes, Carla N.; Fischer, Lindsey G.; Giampietro, Natalie C.; Kister, Jeremy; Roth, Joshua; US2013/5574; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary