Category: 156682-52-9

The chemical industry reduces the impact on the environment during synthesis 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, I believe this compound will play a more active role in future production and life. 156682-52-9

To a solution of (S)-5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.7 mmol) in 1,4-dioxane (15 mL) at rt, were added 1,4-dibromo-2,3-difluorobenzene (2.4 g, 8.7 mmol), K3PO4 (3.7 g, 17 mmol) and, N,N-dimethylethylenediamine (0.15 g, 1.7 mmol). The reaction mixture was purged with nitrogen for 5 min and then charged with copper (I) iodide (0.17 g, 0.87 mmol). The reaction mixture was again purged with nitrogen for 3 min and heated at 95 C. for 12 h. The reaction mixture was cooled, filtered through a Celite pad and the filtrate was concentrated under reduced pressure. The crude compound was purified by column chromatography (3% MeOH-CHCl3) to yield Intermediate 28 (0.80 g, 2.6 mmol, 30% yield) as a yellowish solid. MS(ESI) m/z: 305.9 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta=7.59 (ddd, J=8.8, 7.0, 2.3 Hz, 1H), 7.24 (ddd, J=9.0, 7.0, 2.0 Hz, 1H), 4.80 (t, J=5.0 Hz, 1H), 4.20-4.04 (m, 1H), 3.37 (dd, J=5.0, 4.0 Hz, 2H), 2.56-2.45 (m, 1H), 2.43-2.35 (m, 1H), 2.25-2.18 (m, 1H), 2.07-1.95 (m, 1H).

The chemical industry reduces the impact on the environment during synthesis 156682-52-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Shirude, Pravin Sudhakar; Baligar, Vishweshwaraiah; Seshadri, Balaji; Chattopadhyay, Amit Kumar; Wurtz, Nicholas R.; Kick, Ellen K.; (91 pag.)US2019/270704; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 156682-52-9,Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-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.

-PrMgCl-LiCl (2 M, 2.03 mL) at -40C was added to a solution of Compound BD4-3 (0292) (1.00 g, 3.68 mmol) in THF (20.00 mL) at -40C. The mixture was stirred at -40C for 1 hour and again stirred at -7C for another 1 hour. The mixture was then cooled to -30C. DMF (349.66 mg, 4.78 mmol) at -23C was added in one portion. The mixture was stirred while keeping a temperature range of -25C to 15C for 3.5 hour. TLC indicated when the reaction was completed. The reaction mixture was poured into H2SO4 (100 mL, 1M) cooled to 0C by ice bath, and then the resulting mixture was extracted with EtOAc (20 mL * 3). The combined organic layers of the reaction mixture were washed with brine (30 mL * 3), dried over Na2SC>4, filtered and concentrated under reduced pressure to afford Compound BD4-4 (800.00 mg, crude) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; THE BROAD INSTITUTE, INC.; VACCA, Joseph, P.; (103 pag.)WO2018/75871; (2018); 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. 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Dibromo-2,3-difluorobenzene

To a solution of R-43c (1.29 mL, 10 mmol) in THF (5 mL) at -40 C. was added the iso-PrMgCl.LiCl solution (5.5 mL, 11 mmol, 2.0M in THF) at a rate that maintained the reaction temperature below -30 C. Stirring was continued at -35 to -30 C. for 1 h then warmed to -7 C. for an additional 1 h. The reaction mixture was cooled to -30 C. and DMF (1.00 mL, 13 mmol) was added in one portion (temperature rose to -23 C.) and stirring continued for 3.5 h at -25 to +15 C. The reaction mixture was poured into 1M H2SO4 and ice and the resulting mixture was saturated with solid NaCl and twice extracted with MTBE. The combined extracts were dried (MgSO4), filtered and concentrated in vacuo to afford 2.17 g (98%) of R-43d as a white solid.

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; Billedeau, Roland Joseph; Sweeney, Zachary Kevin; US2009/170856; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-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. HPLC of Formula: C6H2Br2F2

Preparation of iso-PrMgCl-LiCl-A sample of LiCl (4.56 g, 107.6 mmol) was dried under high vacuum with a heat gun for 10 min. To the dry solid under a N2 atmosphere at 23 C. was added iso-PrMgCl (53.8 mL, 107.6 mmol, 2M solution in THF) and the resulting mixture was stirred at 23 C. for 3 days.To a solution of D-1c (1.29 mL, 10 mmol) in THF (5 mL) at 40 C. was added the iso-PrMgCl-LiCl solution (5.5 mL, 11 mmol, 2.0M in THF) at a rate that maintained the reaction temperature below -30 C. Stirring was continued at -35 to -30 C. for 1 h then warmed to -7 C. for an additional 1 h. The reaction mixture was cooled to -30 C. and DMF (1.00 mL, 13 mmol) was added in one portion (temperature rose to -23 C.) and stirring continued for 3.5 h at -25 to +15 C. The reaction mixture was poured into 1M H2SO4 and ice and the resulting mixture was saturated with solid NaCl and twice extracted with MTBE. The combined extracts were dried (MgSO4), filtered and concentrated in vacuo to afford 2.17 g (98%) of D-1d as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 156682-52-9, its application will become more common.

Reference:
Patent; Roche Palo Alto LLC; US2008/249151; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 156682-52-9, 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. 156682-52-9 name is 1,4-Dibromo-2,3-difluorobenzene, 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.

Step 1 : Synthesis of 2,3-difiuoro-1 ,4-dibromo-5,6-dinitro-benzene 2,3-difluoro-1 ,4-dibromo-benzene as the starting raw material was synthesized according to prior methods (Dunn 2006). In a 250 ml flask, concentrated sulphuric acid (50 ml) was added and cooled to 0-5C in an ice water bath. Fuming nitric acid (50 ml) and 2,3-difluoro-1 ,4-dibromo-benzene (10 g, 36.8 mmol) were slowly added. Then, the flask was heated to 65C for 14 h. The mixture was then precipitated into ice water. The resulting yellow solid was filtered and purified by column chromatograph with a mixture of hexane and dichloromethane (1 :4 v/v) to afford 2,3-difluoro-1 ,4-dibromo-5,6-dinitro- benzene (3.5 g, 26%). H and 9F NMR spectra were as expected.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromo-2,3-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; NATIONAL RESEARCH COUNCIL OF CANADA; Ll, Zhao; DING, Jianfu; LU, Jianping; TAO, Ye; WO2011/60526; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 156682-52-9, 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 156682-52-9 as follows.

A solution of intermediate 4 (5 g, 18.1 mmol), 1,4-dibromo-2,3-difluorobenzene (2.4 g, 9.0 mmol), tetrakis (triphenylphosphine) palladium (0) mmol) is added to a mixed solvent of tetrahydrofuran (60 ml) and potassium carbonate 2M solution (20 ml) and refluxed for 24 hours. After the reaction was completed, the reaction solution was extracted with methylene chloride, and then subjected to column chromatography using a methylene chloride / hexane mixed solvent as a developing solvent to obtain 4.3 g of Intermediate 5.

According to the analysis of related databases, 156682-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (30 pag.)KR2018/106234; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 156682-52-9,Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-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.

Intermediate 4 (5 g, 18.1 mmol),1,4-dibromo-2,3-difluorobenzene (2.4 g, 9.0 mmol), Tetrakis (triphenylphosphine) palladium (0) (0.9 g, 0.9 mmol) Tetrahydrofuran (60 ml) and potassium carbonate 2M solution (20 ml) were added to a mixed solvent and refluxed for 24 hours.After completion of the reaction, the reaction solution was extracted with methylene chloride and methylene chloride / hexane mixed solvent was subjected to column chromatography with a developing solvent to obtain 4.3 g of intermediate 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (37 pag.)KR2019/109846; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-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. Application In Synthesis of 1,4-Dibromo-2,3-difluorobenzene

To a fuming nitric acid (15 mL, 353.1 mmol) was added trifluoromethanesulfonic acid (40 mL, 441.4 mmol) dropwise at 0 C under argon atmosphere. A solution of compound 10 (24 g, 88.3 mmol) was added dropwise to the reaction mixture. After 24 h at 50 C, the mixture was quenched with 1 N NaOH aqueous solution. The precipitated material was recovered by filtration and then recrystallizied from ethanol to give 18 g (56%) of compound 11 as a yellow solid. 13C NMR (75 MHz, CDCl3): delta (ppm) 149.9 (dd, 1JC-F = 266.5 Hz and 2JC-F 17.3 Hz), 141.4 (br), 105.7 (dd, 2JC-F = 13.9 Hz and 3JC-F = 11.6). HRMS (m/z, EI+) calcd for C6Br2F2N2O4 359.8198, found 359.8195.

The synthetic route of 1,4-Dibromo-2,3-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Ina; Chae, Sangmin; Yi, Ahra; Kim, Juae; Chun, Ho Hwan; Cho, Jung Hyeong; Kim, Hyo Jung; Suh, Hongsuk; Polymer; vol. 109; (2017); p. 115 – 125;,
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. 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,4-Dibromo-2,3-difluorobenzene

Under a nitrogen atmosphere, 7.08 g (35.9 mmol) of 3-bromo-2-chlorothiophene (Tokyo Chemical Industry Co., Ltd.) and 70 ml of THF (dehydrated grade) were added to a 300 ml Schlenk reaction vessel. The solution was cooled to 0 C., and 18.5 ml (37.0 mmol) of a THF solution of isopropylmagnesium chloride (Sigma-Aldrich, 2.0 M) was added dropwise. The mixture was aged at 0 C. for 1 hour (preparation of Grignard reagent). Meanwhile, in a nitrogen atmosphere, 5.90 g (43.2 mmol) of zinc chloride (Wako Pure Chemical Industries, Ltd.) and 60 ml of THF (dehydration grade) were added to another 500 ml Schlenk reaction vessel and cooled to 0 C. To the obtained white fine slurry solution, the Grignard reagent of 3-bromo-2-chlorothiophene previously prepared was dropped using Teflon cannula, and further 5 ml of THF (dehydration grade) was charged into a 300 ml Schlenk reaction vessel And Teflon cannula were added while washing. The resulting mixture was stirred at 0 C. for 30 minutes and further at room temperature for 90 minutes. 3.26 g (12.0 mmol) of 1,4-dibromo-2,3-difluorobenzene (Tokyo Chemical Industry Co., Ltd.) as a white fine slurry solution of the produced 2-chlorothienyl-3-zinc derivative and tetrakis Phosphine) palladium (Tokyo Chemical Industry Co., Ltd.) (0.181 mmol, 1.51 mol% based on 1,4-dibromo-2,3-difluorobenzene) was added. After conducting the reaction at 45 C. for 4 hours, the reaction vessel was cooled with water and the reaction was stopped by adding 150 ml of 1N hydrochloric acid. The mixture was extracted with toluene, and the organic phase was washed with brine and dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (developing solvent: toluene / hexane = 1: 1). The mixture was concentrated under reduced pressure, and the obtained residue was washed with 20 ml of hexane. The obtained residue was purified by recrystallization from heptane / toluene = 2/1 to obtain 1.88 g of 1,4-di (2-chlorothienyl-3 -) – 2,3-difluorobenzene as a colorless solid(Yield 45%).

According to the analysis of related databases, 156682-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; MIYASHITA, MASATO; WATANABE, MAKOTO; HACHIYA, HITOSHI; TANABIKI, MASAO; (26 pag.)JP2017/226629; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 156682-52-9,Some common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-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.

Preparation of tert-butyl 3-[4-Bromo-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-propionate (Step Numbers Refer to Scheme B)step 1-To a solution 3-chloro-5-hydroxy-benzonitrile (153 mg, 1 mmol) and DMA (1 muL) was added NaH (42 mg, 1.05 equiv., 60% mineral oil dispersion) and the resulting mixture was stirred at 50 C. for 30 min. To the solution was added B-1 (2.7 g, 10 mmol) and the resulting mixture was heated at 125 C. for 2 h. The solution was cooled and diluted with EtOAc and the resulting solution washed with an equal volume of 10% H2SO4. The organic extract was dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with 10% EtOAc/hexane to afford 331 mg (82%) of B-2a (Ar=3-chloro-5-cyano-phenyl).

The synthetic route of 156682-52-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2008/293664; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary