Category: 348-57-2

348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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. Product Details of 348-57-2

To a suspension of [1-] bromo-2,4-difluorobenzene (53.0 mmol, 6.00 mL) in concentrated [H2SO4] (38.5 mL) at [0 C] was added dropwise concentrated HN03 (34.0 mL) maintaining internal temperature below [20 C.] The resulting mixture was stirred for 10 min at [0 C,] then poured into ice/water with vigorous stirring. The mixture was extracted with [ET20] (3 x 100 mL). The combined organic extracts were washed with aqueous [NAHC03] solution (3 x 100 mL) and brine, dried over [MGSO4,] filtered and concentrated in vacuo. The crude product was purified by flash chromatography (EtOAc: hexanes 1: 9) to afford 5-bromo-2,4- difluoronitrobenzene as a yellow oil (12.2 g, [97percent). LH] NMR (400 MHz, [CDC13)] [5] 8.45 (t, 1H, J = 7.5 Hz), 7.16 (dd, 1H, J = 11.0, 8.6 Hz); ESMS [M/E] : 240,238, 223,221, 112

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNAPTIC PHARMACEUTICAL CORPORATIONs; WO2004/5257; (2004); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Product Details of 348-57-2

1-Bromo-2,4-difluoro-5-nitrobenzene: To a 0° C. mixture of 1-bromo-2,4-difluorobenzene (20.0 g, 11.7 mL, 0.100 mol) and H2SO4 (76.8 mL) was added HNO3 (68.0 mL) over 45 min at such a rate that the internal temperature was <7° C. The resulting mixture was stirred for 1 h at 0° C., poured into ice water (400 mL), stirred vigorously for 2-3 min and extracted with CH2Cl2 (400 mL). The organic layers were washed with brine (1.x.500 mL), dried over Na2SO4, filtered and evaporated to give the product as a yellow oil (23.5 g, 95percent yield). 1H NMR (CDCl3) delta 8.39 (t, J=7.2 Hz, 1H), 7.14 (ddd, J=0.3, 7.8, 9.9 Hz, 1H). 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; H. Lundbeck A/S; US2006/79524; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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 19 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium chloride/triphenylphosphine (0.05percent) A suspension of magnesium turnings (1.54 g; 63.3 mmoles – Pometon) in tetrahydrofuran (16.02 g) was heated at 65°C under stirring and under nitrogen. Then, iodine (0.02 g) and, after 30 minutes, 4-bromoanisole (11.69 g; 62.5 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75°C for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (11.4 g; 59.1 mmoles), palladium chloride (0.00526 g; 0.0297 mmoles – Fluka) and triphenylphosphine (0.03088 g; 0.1177 mmoles – Fluka) was de-aerated by vacuum/nitrogen at 25°C. The mixture was heated at 85°C, kept under stirring for 15 minutes and, then, solution A was added in 3 hours. At the end of the addition, the reaction mixture was kept at 85°C for 30 minutes. After cooling at 60°C, a solution of 37percent hydrochloric acid (2 ml) in water (10 ml) was added in 20 minutes. The mixture was cooled at 40°C and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (98.5percent yield).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAMBON GROUP S.p.A.; EP494419; (1992); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 348-57-2, 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 50 To a stirred solution of 2,5-dibromopyridine (30 g, 126.5 mmol) in toluene (1.5 L) was added w-BuLi (1.6 M solution in hexane; 79 mL, 126 mmol) dropwise at -78 °C under an inert atmosphere. After being stirred for 40 min at -78 °C, diethyl oxalate (20.6 mL, 126.5 mmol) was added to the reaction mixture at -78 °C and stirring was continued for another 20 min. After completion of the reaction (by TLC), the reaction mixture was quenched with satd NH4CI solution and extracted with EtOAc (2 x 1.0 L). The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford BK (13 g, 50.37 mmol, 38percent). 1H NMR (200 MHz, CDC13): delta 8.81 (d, J = 1.4 Hz, 1H), 8.17-7.98 (m, 2H), 4.48 (q, J = 7.4 Hz, 2H), 1.41 (t, J = 7.4 Hz, 3H). MS (ESI): m/z 259 [M+l]+.To a stirred solution of BK (13 g, 50.3 mmol) in THF (150 mL) was added methyl magnesium chloride (CH3MgCl, 3 M solution in THF; 15 mL, 50.3 mmol) at -5 °C under an inert atmosphere. Stirring was continued for another 2 h. Progress of the reaction was monitored by TLC. The reaction mixture was then quenched with satd NH4C1 solution and extracted with EtOAc (2 x 200 mL). The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford BL (2.8 g, 10.76 mmol, 21percent). 1H NMR (200 MHz, CDC13): delta 8.61 (d, J = 1.4 Hz, 1H), 7.84 (dd, J = 8.0, 1.4 Hz, 1H), 7.49 (d, J = 8.0 Hz, 1H), 4.92 (br s, 1H), 4.20 (q, J = 1.4 Hz, 2H), 1.80 (s, 3H), 1.22 (t, J = 1.4 Hz, 3H).To a stirred solution of BL (2.8 g, 10.7 mmol) in CH2C12 (50 mL) was added DAST (3.5 mL, 26.5 mmol) at 0 °C under an inert atmosphere, and the reaction mixture was stirred for 16 h at RT. Progress of the reaction was monitored by TLC. The reaction mixture was then quenched with ice-cold water and extracted with CH2C12 (2 x 100 mL). The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford BM (2.1 g, 7.6 mmol, 75percent). 1H NMR (200 MHz, CDCI3): delta 8.62 (d, J = 1.4 Hz, 1H), 7.85 (dd, J = 8.0, 1.4 Hz, 1H), 7.50 (d, J = 8.0 Hz, 1H), 4.23 (q, J = 1.4 Hz, 2H), 1.95 (d, J F>H = 24.0 Hz, 3H), 1.24 (t, J = 1.4 Hz, 3H). MS (ESI): m/z 276 [M]+.To a stirred solution of l-bromo-2,4-difluorobenzene (0.9 mL, 8.01 mmol) in Et20 (50 mL) was added dropwise w-BuLi (1.6 M solution; 5 mL, 8.01 mmol) at -78 °C under an inert atmosphere. After being stirred for 40 min at -78 °C, a solution of BM (2.1 g, 8.01 mmol) in Et20 (50 mL) was added dropwise to the reaction mixture at -78 °C. Stirring was continued for another 20 min. After completion of the reaction (by TLC), the reaction mixture was quenched with satd NH4C1 solution and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford ketone BN (2.15 g, 6.24 mmol, 77.9percent). 1H NMR (200 MHz, CDC13): delta 8.61 (d, J = 1.6 Hz, 1H), 7.96 (dd, J = 8.0, 1.6 Hz, 1H), 7.67-7.62 (m, 1H), 7.48 (d, J = 8.0 Hz, 1H), 6.98-6.67 (m, 2H), 1.98 (d, J F>H = 24.0 Hz, 3H). MS (ESI): m/z 343.9 [M+l]+.To a stirred solution of ketone BN (2.1 g, 6.10 mmol) in CH3CN (30 mL) were added iodotrimethylsilane (TMS-I; 1.47 g, 6.71 mmol) and KOH (683 mg, 12.20 mmol) at RT under an inert atmosphere. The resulting reaction mixture was heated to 70 °C and stirred for 1.5 h; progress of the reaction was monitored by TLC. The reaction mixture was then diluted with EtOAc, stirred for 5 min and filtered; the filtrate was concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluting with EtOAc/hexane) to afford epoxide BO (1.92 g, 5.36 mmol, 88percent) as a mixture of diastereomers. The product was confirmed by 1H-NMR spectral analysis and was taken forward to the next step without any further purification.To a stirred solution of compound BO (250 mg, 0.7 mmol) in DMF (10 mL) was added 1H- tetrazole (73 mg, 1.05 mmol) followed by K2C03 (96 mg, 0.7 mmol) at RT under inert atmosphere. The resulting reaction mixture was heated to 65 °C and stirred for 48 h. After consumption of the starting material (by TLC), the reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2S04 and concent…

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

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; RAFFERTY, Stephen, W.; YATES, Christopher, M.; SCHOTZINGER, Robert, J.; LOSO, Michael; SULLENBERGER, Michael; WO2012/177603; (2012); A2;,
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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2,4-difluorobenzene

Preparation 131 ,5-dibromo-2,4-difluorobenzeneTo a solution of l-bromo-2,4-difluorobenzene (19.3 mL, 171 mmol) in CH2CI2 (100 mL) was added iron (3.15 g,56 mmol). To this stirred suspension was added a solution of bromine (1 1 mL, 214 mmol) in CH2CI2 (25 mL) drop wise over 30 min. The resulting mixture was stirred at rt overnight. The reaction mixture was slowly poured into saturated aqueous Na2S203 (200 mL), and the resulting mixture was stirred at rt for 30 min. This was extracted with CH2C12 (3 x 80 mL). The combined extracts were washed with brine, dried over MgS04, filtered and concentrated in vacuo to give 1,5-dibromo- 2,4-difluorobenzene (40 g, 86 % yield) as a brown oil. XH NMR (500 MHz,CHLOROFORM-d) delta 7.79 (t, J=7.0 Hz, 1H), 7.00 (t, J=8.2 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; WO2012/162334; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-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 348-57-2, HPLC of Formula: C6H3BrF2

Step 1: Combine 2,4-difluorobromobenzene (6.00 g, 31 mmol) with AlCl3 (10.4 g, 34.3 mmol) and heat to 60° C. Add dropwise acetyl chloride (3.66 g, 47 mmol). Heat at 95° C. 1.5 h, cool to 0° C., and add ice-water, then conc. HCl (15 ml). Extract with ether, dry (MgSO4), concentrate and chromatograph on silica to obtain the ketone as a brown oil.

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; Neustadt, Bernard R.; Boyle, Craig D.; Chackalamannil, Samuel; Harris, Joel M.; Lankin, Claire M.; Liu, Hong; Shah, Unmesh; Stamford, Andrew; US2007/66620; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-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 348-57-2, Product Details of 348-57-2

Combine 2,4-dibromofluorobenzene (6.00 g, 31 mmol) and AlCl3 (10.4 g, 34.3 mmol) and heat to 60° C. Add dropwise acetyl chloride (3.66 g, 47 mmol). Heat at 95° C. 1.5 h, cool to 0° C., and add ice-water, then conc. HCl (15 ml). Extract with ether, dry (MgSO4), concentrate and chromatograph on silica to obtain the ketone as a brown oil.

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; Schering Corporation; US2005/239795; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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: C6H3BrF2

To a clean and dry 72 L round bottom flask was added l-bromo-2,4-difluorobenzene (1586 g, (0373) 1.15 equiv, Oakwood lot H4460) and MTBE (20 L, 12.6 vol). This solution was cooled to – 70 to -75 °C and treated with n-BuLi (3286 mL, 1.15 equiv, 2.5 M in hexanes, SAFC lot 32799MJ), added as rapidly as possible while maintaining -75 to -55 °C. This addition typically required 35-45 minutes to complete. (NOTE: If the n-BuLi is added slowly, a white slurry will form and this typically gives poor results). After stirring at -70 to -65 °C for 45 minutes, a solution of compound 3-Br (2000 g, 1.0 equiv, AMRI lot 15CL049A) in MTBE (3 vol) was added rapidly (20-30 min) by addition funnel to the aryl lithium solution while maintaining -75 to -55 °C. After stirring for 30-60 minutes at -75 to -55 °C, the reaction was analyzed by GC/MS and showed only trace (0.5percent AUC) l-bromo-2,4-difluorobenzene present. The reaction was slowly quenched with aqueous 2 M HQ (3.6 L) and allowed to warm to room temperature. The mixture was adjusted to pH = 6.5 to 8.5 using NaHCC>3 (4 L), and the organic layer was separated. The MTBE layer was washed with brine (5percent NaCl in water, 4 L), dried over MgS04, filtered, and concentrated. In order to convert the intermediate hemi-acetal to 4, the crude mixture was heated inside the 20 L rotovap flask at 60-65 °C for 3 hours (under vacuum), at this point all the hemi-acetal was converted to the desired ketone 4- Br by *H NMR (CDC13). This provided crude compound 4-Br [2.36 kg, 75percent (AUC) by HPLC] as a brown oil that solidified upon standing. This material can then be used “as-is” in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 348-57-2, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, Willam, J.; YATES, Christopher, M.; WO2015/143142; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 348-57-2, 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

A total of 1.6 g of 1-bromo-2,4-difluorobenzene was suspended in 8.29 ml of sulfuric acid, and 1.62 g of N-bromosuccinimide was added under ice-cooling. After stirring at room temperature for 17 hours, the reaction mixture was poured onto ice-water and extracted with ethyl acetate. The resulting organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (hexane), to give 2.18 g of the title compound as a pale yellow oil.1H-NMR ( 400MHz, CDCl3 ) d 6.99 ( 1H, t, J = 8. 0 Hz ), 7.77 ( 1H, t, J = 6. 8 Hz )

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

Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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. category: bromides-buliding-blocks

1-Bromo-2,4-difluoro-5-nitrobenzene To a stirred solution of 1-bromo-2,4-difluorobenzene (0.512 g, 2.65 mmol, Aldrich, used as received) in conc. H2 SO4 (5.0 mL) at 0° C., KNO3 (0.275 g, 2.72 mmol) was added in one portion. The resulting solution was allowed to warm to 28° C. and was stirred at that temperature overnight. It was then poured into ice (50 g) and extracted with ethylacetate (50 mL). The extract was dried over Na2 SO4, and evaporated to afford 0.576 g (91percent) pure title compound as light red oil; 1 H NMR (CDCl3); delta7.141 (dd, 1H, J1 10.2 Hz, J2 =7.8 Hz), 8.375 (t, 1H, J=7.5 Hz).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

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