Category: bromides-buliding-blocks

Synthetic Route of 61326-44-1, 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. 61326-44-1 name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 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.

General procedure: Chlorodimethyl(octyl)silane (1.03 g, 5.0mmol) was used as reagentinstead of chlorotrimethylsilane. The reaction and purification wereconducted by following the same procedure as that for the synthesisof TPE1. The final product was obtained as a slightly colorless liquid.1H NMR (500 MHz, CDCl3, delta): 7.19 (d, 8H), 6.96 (d, 8H), 1.25?0.66 (m,68H), 0.18 (s, 24H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, and friends who are interested can also refer to it.

Reference:
Article; Jin, Young-Jae; Choi, Young-Ghil; Park, Hyosang; Kwak, Giseop; Journal of Molecular Liquids; vol. 265; (2018); p. 260 – 268;,
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 7745-91-7 as follows. Quality Control of 3-Bromo-4-methylaniline

A suspension of 3-bromo-4-methylaniline (184 mg, 1.0 mmol), 2-(tributylstannyl)- 1,3-oxazole (430 mg, 1.2 mmol), CuO (8 mg, 0.1 mmol) and Pd(PPh3)4 (115 mg, 0.1 mmol) in dioxane (2 mL) was stirred at 100 C for 3 hours under argon atmosphere on microwave synthesizer. The crude product was purified by prep-HPLC (MeCN/10 mM NH4HCO3) to give 4-methyl-3-(1,3-oxazol-2-yl)aniline (92 mg, 52%) as an oil. ES-MS m/z: 175.2 [M + H]+. LC- MS Purity (254 nm): > 99%; tR = 1.31 min.

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse Marie, Josee; (134 pag.)WO2016/73889; (2016); 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

Adding a certain compound to certain chemical reactions, such as: 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, 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 328-70-1, Application In Synthesis of 1-Bromo-3,5-bis(trifluoromethyl)benzene

A 250 ml round-bottom flask was charged with magnesium (turnings; 2.18 g; 89.5 mmol), and argonated. Then, Et2O (60 ml), I2 (one crystal) were added, and a solution of 1-bromo-3,5-bis(trifluoromethyl)benzene (26.67 g; 91.0 mmol) in Et2O (60 ml) was added portionwise over 45 min with stirring. After 2 h the mixture was cooled with ice-water bath and AsCl3 (2.2ml; 26.1 mmol) was added dropwise, that caused formation of crystalline precipitate. Stirring was continued at RT for 16 h, and aqueous NH4Cl (100 ml; 10%) was added. The resulted mixture was extracted with ethyl acetate (3 100 ml), and combined organic phases were washed with brine (100 ml), and dried over MgSO4. The mixture was filtered, evaporated, and residue grey-brownish solid was crystallized from n-hexane (dissolved in boiling solvent and slowly cooled to ca. 0 C; 30 ml) to obtain 8d (17.99 g; 25.18 mmol; 97%) as white solid.

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:
Article; Grudzie?, Krzysztof; Basak, Tymoteusz; Barbasiewicz, Micha?; Wojciechowski, Tomasz M.; Fedory?ski, Micha?; Journal of Fluorine Chemistry; vol. 197; (2017); p. 106 – 110;,
Bromide – Wikipedia,
bromide – Wiktionary

64248-56-2, name is 2-Bromo-1,3-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. name: 2-Bromo-1,3-difluorobenzene

Preparation of 2-bromo-1,3-difluoro-4-nitrobenzene [(35), G= NO2; L’ = Br; R3,R6 = F; R4,R5 = H]; To a stirred, ice-cooled, solution of 1,3-difluoro-2-bromobenzene (1.74 g, 9.0 mmol) in 96% sulphuric acid (2 mL), a mixture of 96% sulphuric acid (0.6 mL) and fuming nitric acid (0.6 mL) was slowly added, keeping the temperature below 55 0C. After addition, the reaction mixture was stirred at room temperature for 2 h, then poured onto ice. The precipitate was filtered, washed with water and dried. The title compound was obtained as a yellowish solid (1.7 g, 80%).HPLC (254 nm): Rt: 6.26 min. 1H-NMR (401 MHz, DMSO-d6) delta = 8.1 (m, 1 H) 7.1 (m, 1 H).

The synthetic route of 64248-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; PULICI, Maurizio; ZUCCOTTO, Fabio; BADARI, Alessandra; NUVOLONI, Stefano; CERVI, Giovanni; TRAQUANDI, Gabriella; BIONDARO, Sonia; TRIFIRO’, Paolo; MARCHIONNI, Chiara; MODUGNO, Michele; WO2010/10154; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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 100 g of this 2-iodo-7-propyl-9,10-dihydrophenanthrene in 300 mL of THF was added 3.3 g of tetrakis(triphenylphosphine)palladium (0) and the mixture was stirred at room temperature. This mixture was then reacted with a Grignard reagent prepared from 79 g of 3,4,5-trifluorobromobenzene and 9.1 g of magnesium. Following stirring for 2 hours at room temperature, the mixture was allowed to cool to room temperature, water was added, the product was extracted into toluene, and the organic layer was washed sequentially with water and a saturated aqueous solution of sodium chloride before being dried over anhydrous sodium sulfate. The crude product obtained by removal of the solvent by evaporation was purified by silica gel columnchromatography (hexane) and then recrystallized 3 times from ethanol to yield 45 g of white crystals of 2-propyl-7-(3,4,5-trifluorophenyl)-9,10-dihydrophenanthrene. Measurement of the phase transition temperature revealed a transition from the crystalline phase to an isotropic liquid phase at 68C under rising temperature conditions. NMR: delta = 0.99 (t, J=7Hz, 3H), delta = 1.65 (m, 2H), delta = 2.52 (t, J=7Hz, 2H), delta = 2.88 (s, 4H), delta = 6.9 to 7.6 (m, 8H), MS: m/e = 352 (M+)

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; DAINIPPON INK AND CHEMICALS, INC.; EP1201632; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

3814-30-0, name is (Bromomethyl)cyclopentane, 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. Application In Synthesis of (Bromomethyl)cyclopentane

General procedure: Potassium carbonate (791 mg, 5.7 mmol) was added to a solution of 3-iodoindazole (700 mg, 2.9 mmol) and 2-chloroethyl methyl ether (406 mg, 4.3 mmol) in ACN (20 mL) at rt. The reaction was heated to reflux overnight, and then was filtered and concentrated. The residue was purified by silica gel chromatography (15%-50% EtOAc/hexanes) to give 530 mg (63%) of the title compound as a light yellow oil. The title compounds were prepared from 5-fluoro-3-iodo-indazole and (bromomethyl)cyclopentane according to the procedure for Preparation 10A. [0365] 1-(cyclopentylmethyl)-5-fluoro-3-iodo-1H-indazole (72%) was isolated as the major isomer eluting first. 1H NMR (400 MHz, CDCl3): delta 1.25-1.32 (2H, m), 1.50-1.65 (6H, m), 2.48-2.56 (1H, m), 4.27 (2H, d, J=7.5 Hz), 7.09 (1H, dd, J=8.3, 2.3 Hz), 7.18 (1H, td, J=8.9, 2.4 Hz), 7.32 (1H, dd, J=9.1, 4.0 Hz). [M+H] calc’d for C13H14FIN2, 345. found 345. [0366] 2-(cyclopentylmethyl)-5-fluoro-3-iodo-2H-indazole (18%) was isolated as the minor isomer eluting second. 1H NMR (400 MHz, CDCl3): delta 1.33-1.42 (2H, m), 1.56-1.73 (6H, m), 2.62-2.70 (1H, m), 4.41 (2H, d, J=7.6 Hz), 7.00 (1H, dd, J=8.8, 2.4 Hz), 7.09 (1H, td, J=9.2, 2.4 Hz), 7.65 (1H, dd, J=9.3, 4.5 Hz). [M+H] calc’d for C13H14FIN2, 345. found 345.

The synthetic route of 3814-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Stafford, Jeffrey Alan; Veal, James Marvin; Wallace, Michael Brennen; US2014/171432; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0, The chemical industry reduces the impact on the environment during synthesis 103-64-0, name is (2-Bromovinyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: A round-bottom flask was charged with phenylacetylene(1.5 mmol, 0.16 mL), NaOH (1.5 mmol, 100 mg), PEG200(2 mL), and aryl halide (1.0 mmol). To this mixture,3.0 mol% of PdCl2 and 8.0 mol% of DPPPEG200 wereadded. The reaction mixture was placed in an 80 C oilbath and stirred to complete. The completion of the reactionwas monitored by TLC. After completion of reaction,the mixture was cooled to room temperature, and the catalystwas removed by addition of Et2O and then centrifugated.The isolated catalyst was dried and reused. Thefiltered solution was evaporated reduced pressure, and theexpected product was purified by column chromatographyover silica gel [60 Merck (230-240 mesh)] using petroleumether/ethyl acetate (5:1) as eluent to afford the product withhigh purity in 58-95 % yield.

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, (2-Bromovinyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Iranpoor, Nasser; Firouzabadi, Habib; Riazi, Asma; Journal of the Iranian Chemical Society; vol. 12; 1; (2015); p. 155 – 165;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 69321-60-4, name is 2,6-Dibromotoluene, 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. HPLC of Formula: C7H6Br2

To a solution of 1 , 3-dibromo-2-methylbenzene (3 g, 12.00 mmol) in Tetrahydrofuran (THF) (100 mL) stirred under nitrogen at -78 C was added BuLi (9.00 mL, 14.40 mmol) dropwise. The reaction mixture was stirred at -78 C for 20 min. DMF (1.1 15 mL, 14.40 mmol) was added dropwise. The reaction mixture was continuously stirred for 2 hours. The reaction was quenched with sat. aq. ammonia chloride solution. The aqueous layers were seperated and extracted by EA for 3 times. The combined organic layers were washed by brine, dried over anhydrous sodium sulfate. The dried solution was concentrated in vacuo to afford 3-bromo-2-methylbenzaldehyde (D93) (2.4g), which was used for the next step without further purification. MS (ES):C8H7BrO requires 197.9; found 199 (M+H+)

The synthetic route of 2,6-Dibromotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; DENG, Guanghui; LIN, Xichen; REN, Feng; ZHAO, Baowei; WO2011/134280; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2789-89-1, A common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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 di(4-bromophenyl)acetylene (719 mg, 2.14 mmol, 1 equiv) in dry THF (60 mL) was added the fresh solution (Ca. 0.4 mol/L) of (4-dodecylphenyl)magnesium bromide (20 mL, 8.57 mmol, 4 equiv) in a flame-dried apparatus. PdCI2(dppf) (138 mg,0.17 mmol, 8 mol%) was then added and the reaction mixture was stirred at reflux under argon overnight. The solution was then cooled down to room temperature. The obtained white precipitate was filtered and washed with methanol and petroleum ether. 044 was obtained as an off-white solid (1.1672 mg, 82%).

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF BIRMINGHAM; BARANOFF, Etienne David; HERBAUT, Antoine Joel Maurice; (37 pag.)WO2016/193748; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary