Category: bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, 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 960203-41-2, HPLC of Formula: C14H13BrS

In a 200 ml reaction flask,Compound 6 (5.8 g, 20 mmol) was added,Piperazine (2.1 g, 24 mmol),N-diisopropylethylamine (DIEA) (5.17 g) and 75 ml of DMF,Stirring to dissolve,Another cuprous iodide (0.4 g) was added,The reaction was carried out at 80 ° C for 10 hours,After completion of the reaction, the temperature was lowered to room temperature,The reaction solution was concentrated,And extracted three times with dichloromethane / water (V: V)The aqueous layer was washed once with dichloromethane,The combined organic phases were dried over anhydrous sodium sulphate,And concentrated to obtain 5.0 g of the compound (7) in a yield of 84.6percent

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Reference:
Patent; Shandong Kangmeile Pharmaceutical Technology Co., Ltd.; Geng, Fengluan; Fan, Mingwei; Liu, Yunfeng; Yuan, Zengfei; Liu, Xiaojun; (8 pag.)CN105985301; (2016); A;,
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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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Bromo-3,4,5-trifluorobenzene

5-Bromo-1,2,3-trifluorobenzene (19.855 g, 94.110 mmol) was added slowly dropwise to a chilled (-85 to -80 C. (liquid nitrogen/acetone)) solution of n-butyllithium (9.10 mL, 2.38 M, 21.7 mmol combined with 45.5 mL, 1.57 M, 71.4 mmol; total: 93.1 mmol) in ether (200 mL) such that the temperature did not exceed -89 C. The temperature was allowed to increase to between -78 and -75 C. for 2.5 hours (dry ice bath) with formation of white precipitate. The reaction mixture was cooled to -85 C. A solution of dimethylphosphoramidous dichloride (6.791 g, 46.53 mmol) in ether (10 mL) was added very slowly dropwise such that the temperature did not exceed -80 C. Dry ice was added to the bath and the reaction mixture was allowed to stir overnight while warming to ambient temperature. 31P and 19F NMR spectra showed the product to be about 99.5% desired product. The reaction mixture was filtered and the volatiles were removed under reduced pressure. The residue was extracted with hexane, filtered, and the volatiles were removed under reduced pressure to give 5 as a pale yellow oil, 13.50 g, 86.04%. 1H NMR (500 MHz, CDCl3) delta 6.95 (dt, J=7.5, 6.4 Hz, 4H), 2.64 (d, J=9.7 Hz, 6H). BC NMR (101 MHz, CDCl3) delta 151.35 (dddd, J=254.1, 10.0, 8.2, 3.0 Hz), 140.00 (dtd, J=254.5, 15.5, 2.2 Hz), 134.44 (dq, J=21.9, 3.7 Hz), 115.41 (ddd, J=21.7, 15.1, 5.5 Hz), 41.47 (d, J=16.3 Hz). 31P NMR (202 MHz, CDCl3) delta 65.05. 19F NMR (376 MHz, CDCl3) delta -133.39–133.55 (m), -159.17 (ttd, J=20.3, 6.7, 3.4 Hz).

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow Global Technologies LLC; Klosin, Jerzy; Milbrandt, Kara A.; Boelter, Scott D.; Wilson, David R.; Rosen, Mari S.; Welsh, Dean M.; Margl, Peter M.; Koh, Kyoung Moo; Pearson, David M.; Huacuja, Rafael; (191 pag.)US2018/291048; (2018); A1;,
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Related Products of 452-92-6,Some common heterocyclic compound, 452-92-6, name is 5-Bromo-2,4-difluoroaniline, molecular formula is C6H4BrF2N, 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 5-bromo-2,4-difluoro-aniline (1.0 g, 4.81 mmol) in acetone (25.0 mL) was added drop wise benzoyl isothiocyanate (0.71 mL, 5.29 mmol) and the mixture stirred at RT for 30 min. The solvent was evaporated and the residue washed with hexane and Et2O to get i(1.70 g). 1H-NMR (400 MHz, CDCl3): delta 7.02-7.06 (m, 1H), 7.56 (t, J=8.0 Hz, 2H), 7.68 (t, J=7.60 Hz, 1H), 7.91 (d, J=7.60 Hz, 2H), 8.67 (t, J=7.60 Hz, 1H), 9.15 (br s, 1H) and 12.65 (br s, 1H).

The synthetic route of 452-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
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Synthetic Route of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

475 mg (1.00 mmol) of Intermediate (H), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145 °C while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 508 mg (yield of 71 percent) of Compound4 as a target compound. LC-Mass (calculated: 715.26 g/mol, found: M+1 = 716 g/mol)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Bromophenyl)dibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
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Related Products of 68322-84-9, A common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

Cul (186 mg, 0.98 mmol) and N,/V-dimethylethylenediamine (0.17 mL, 1.58 mmol) were added to a mixture of 3-bromo-4-fluorobenzotrifluoride (580 mg, 3.91 mmol), intermediate 35 (282 mg, 0.98 mmol), and Cs2C03 (796 mg, 2.44 mmol) in DMF (3 mL). The r.m. was heated at 170 C for 90 min, the r.m. was cooled, EtOAc was added and the mixure was washed with a IM aq. H4OH solution, water and brine. The organic layer was dried (MgS04), filtered and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 98/2). The product fractions were collected and concentrated in vacuo. The residue was crystallized from CH3CN, filtered off and dried. Yield: 92 mg of compound 15 (21 %).

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
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These common heterocyclic compound, 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 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. Safety of 1,1,2,2-Tetrakis(4-bromophenyl)ethene

Mixture of 1 (3 g, 4.63 mmol), potassium acetate (4.56 g, 46.50 mmol), bis(pinacolato)diboron(5.30 g, 20.4 mmol), and anhydrous dioxane (90 mL) was put into a three-neckedflask and argon gas was bubbled for 30 min. [1,10-Bis(diphenylphosphino)ferrocene]dichloropalladium (II) in dichloromethane (180 mg, 0.22 mmol) were added to the flaskunder argon. The mixture was charged with argon gas for 30 min and then stirred at110 C for 3 days. After cooling to room temperature, the reaction mixture was pouredinto cold water. The precipitate was isolated by filtration and dried in a vacuum oven.The residue was dissolved in chloroform and purified by column chromatography (eluent:chloroform: ethyl acetate 1:1). The resulting white solid was washed with methanol anddried (yield 3.16 g, 82%). 1H NMR (300MHz, CDCl3) 7.5 (8H, d), 7.0 (8H, d) ppm, 1.3(24H, s) ppm. FT-IR (KBr pellet, cm1): 2981 (C-H), 1606 (CC), 1359 (B-O).

The synthetic route of 1,1,2,2-Tetrakis(4-bromophenyl)ethene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Jeong Jun; Lee, Taek Seung; Molecular Crystals and Liquid Crystals; vol. 686; 1; (2019); p. 1 – 8;,
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Electric Literature of 955959-84-9, A common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

A mixture of 3.6 g (4.3 mmol) N4,N4?-di(biphenyl-4-yl)-N4-(10,10-dimethyl-10H-indeno[2,1-b]triphenylen-12-yl)biphenyl-4,4?-diamine, 1.6 g (5.0 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 0.025 g (0.1 mmol) of palladium(II)acetate, 0.07 g (0.19 mmol) of 2-(dicyclohexylphosphino)biphenyl, 0.65 g (7 mmol) of sodium tert-butoxide and 50 ml of toluene was refluxed under nitrogen overnight. After finishing the reaction, then cooled to room temperature. The organic layer was extracted with dichloromethane and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica gel (hexane-dichloromethane) to give product 2.8 g (yield 61percent) as a yellow solid. MS (m/z, FAB+):1072.1

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; YEN, FENG-WEN; (36 pag.)US2016/343941; (2016); A1;,
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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 3638-73-1 as follows. Safety of 2,5-Dibromoaniline

2, 5-Dibromoaniline was recrystallized from a mixture of toluene/hexane solvents. Under nitrogen, 2, 6-dibromoaniline (36.1 g, 144.0 mmol) and quinoline-6-carbonyl chloride (Precursor 1, 27.3 g, 142.0 mmol, 0.99 equivalent) were dissolved in anhydrous 1, 4-dioxane (350.0 mL) in a 1L one-neck RBF equipped with a large stirrer bar and a reflux condenser. While stirring the solution, a Huenig base (37.2 g, 288.0 mmol, 2.0 equivalents) was added to the solution. The contents in the flask were heated to about 40 by an exothermic reaction. The mixture was stirred and cooled to room temperature. The reactants were heated to 100 in an oil bath for 20 hrs. A complete consumption of 2, 5-dibromoaniline was monitored by TLC. The reactants were poured into warm water (1.5 L) and fine deposits were then formed. The solution was neutralized with sodium carbonate and filtered. The collected residue was dried by suction and rinsed with acetone (25.0 mL) and toluene (25.0 mL) . The filter cake was transported to a 1 L flask, trace water was removed by azeotropic distillation with toluene on a rotary evaporator, and the cake was kept under high-degree vacuum overnight. The dried residue was recrystallized from monochlorobenzene (1.5 L) by using activated carbon as a decolorant. The crystals were separated by filtration and dried under high-degree vacuum (45.05 g, 111.0 mmol, 77.1 , off-white needles) . Addition purification was effected by recrystallization from 1, 4-dioxane ( 0.9 L) . The final product was obtained in the form of off-white crystal (plate) (40.0 g, 98.5 mmol, 68.5) . [0102] 1H NMR (500 MHz, DMSO-d6) delta 10.38 (s, 1H) , 9.03 (dd, J 4.2, 1.7 Hz, 1H) , 8.68 (d, J 2.0 Hz, 1H) , 8.55 (ddd, J 8.3, 1.6, 0.8 Hz, 1H) , 8.28 (dd, J 8.8, 2.0 Hz, 1H) , 8.16 (d, J 8.8 Hz, 1H) , 7.87 (d, J 2.4 Hz, 1 H) , 7.71 (d, J 8.6 Hz, 1 H) , 7.65 (dd, J 8.3, 4.2 Hz, 1H) , 7.46 (dd, J 8.6, 2.4 Hz, 1 H) 13C-NMR (126 MHz, DMSO-d6) delta 119.73, 120.70, 122.78, 127.59, 128.26, 129.19, 129.77, 131.01, 131.25, 132.09, 134.78, 137.63, 138.58, 149.45, 152.86, 165.52. GC/CI+ m/z () : 404.96 (50) [M+H, 2 × 79Br] +, 406.97 (100) [M+H, 79Br, 81Br] +, 408.96 (50) [M+H, 2 × 81Br] +.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; CHO, Sang Hee; NA, Hong Yeop; TANG, Zhengming; FENG, Shaoguang; MOON, Doo-Hyeon; (43 pag.)WO2017/156698; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 40161-54-4, name is 1-Bromo-2-fluoro-4-(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 40161-54-4, HPLC of Formula: C7H3BrF4

Intermediate H: l-(2-Bromo-5-(trifluoromethyl)phenyl)-lH-imidazole A microwave vial charged with a solution of potassium tert-butoxide (0.462 g, 4.12 mmol), imidazole (0.280 g, 4.12 mmol), and l-bromo-2-fluoro-4- (trifluoromethyl)benzene (1.000 g, 4.12 mmol) in 2mL DMF was heated to 150 C in an oil bath overnight. The reaction mixture was diluted with DCM, filtered through a syringe filter, and concentrated. Purification of the resulting residue by silica gel column chromatography (0 to 100% EtOAc/heptane) gave l-(2-bromo-5- (trifluorom 291.0

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Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
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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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H3BrF2

2-bromo-l,4-difluorobenzene (1.5 eq.) was dissolved in 4 volumes of THF (based on weight of tert-butyl2-oxopyrrolidine-l-carboxylate) and cooled to about 5 Celsius. A solution of 2.0 M iPrMgCl in THF (1.4 eq.) was added over 2 hours to the mixture while maintaining a reaction temperature below 25 Celsius. The solution was allowed to cool to about 5 Celsius and stirred for 1 hour (GC analysis confirmed Grignard formation). A solution of tert-butyl 2-oxopyrrolidine-l-carboxylate (1.0 eq.) in 1 volume of THF was added over about 30 min while maintaining a reaction temperature below 25 Celsius. The reaction was stirred at about 5Celsius for 90 min (tert-butyl 2-oxopyrrolidine-l-carboxylate was confirmed to be less than 0.5 area % by HPLC). The reaction was quenched with 5 volumes of 2M aqueous HC1 while maintaining a reaction temperature below 45 Celsius. The reaction was then transferred to a reparatory funnel adding 10 volumes of heptane and removing the aqueous layer. The organic layer was washed with 4 volumes of saturated aqueous NaCl followed by addition of 2×1 volume of saturated aqueous NaCl. The organic layer was solvent-switched to heptane (<1% wt THF confirmed by GC) at a distillation temperature of 35-55 Celsius and distillation pressure of 100-200 mm Hg for 2x4 volumes of heptane being added with a minimum distillation volume of about 7 volumes. The mixture wasthen diluted to 10 volumes with heptane while heating to about 55 Celsius yielded a denser solid with the mixture being allowed to cool to room temperature overnight. The slurry was cooled to less than 5 Celsius and filtered through polypropylene filter cloth. The wet cake was washed with 2x2 volumes of heptane. The solids were dried under vacuum at 55 Celsius until the weight was constant, yielding tert-butyl (4-(2,5-difluorophe-nyl)-4-oxobutyl)-carbamate as a white solid at about 75% to 85% theoretical yield. The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Array BioPharma, Inc.; Arrigo, Alisha B.; Juengst, Derrick; Shah, Khalid; (70 pag.)US2016/137654; (2016); A1;,
Bromide – Wikipedia,
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