Tag: M.W=200-300

A common heterocyclic compound, 1646-54-4, name is 1,4-Dibromo-2,3,5,6-tetramethylbenzene, molecular formula is C10H12Br2, 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. 1646-54-4.

The reaction pathway is shown in Scheme 1. H4dbtec ligand was prepared according literature [13] and with a little modification. To a four-necked flask equipped with a reflux condenser and a mechanical stirrer, 3,6-bromo-tetramethylbenzene (0.171 mol), 2.1 L pyridine and 280 mL water were added. The reaction mixture was heated to 100 C while stirring. KMnO4 (0.859 mol) was added in small portions and the mixture was refluxed for 5 h. The warm solution was separated from MnO2 by filtration and the solvent evaporated under reduced pressure. 280 mL water and 112 g NaOH were added to the residual solid. After the combined mixture was heated up to 100 C, KMnO4 (0.859 mol) was added again in small portions and the mixture was refluxed for 5 h. The excess KMnO4 was destroyed by the cautious addition of 140 mL ethanol. The MnO2 was removed from the hot mixture by filtration. The filtrate was acidified with aqueous HCl (5 M, 600 mL). After the solvent was revaporated, the residue was washed with acetone. The resultant solid was dried. The yield was 46 g (66%). 1H NMR (300 MHz; DMSO-d6) no signals. 13C NMR (100 MHz; DMSO-d6) deltac 115.51, 137.57, 166.27.

The synthetic route of 1,4-Dibromo-2,3,5,6-tetramethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Liang-Liang; Guo, Yu; Wei, Yan-Hui; Guo, Jie; Wang, Xing-Po; Sun, Dao-Feng; Journal of Molecular Structure; vol. 1038; (2013); p. 73 – 77;,
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. 4549-32-0, name is 1,8-Dibromooctane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 4549-32-0

General procedure: To a stirred solution of n-dibromoalkane (1 equiv.) in anhydrous THF (0.1M) under an argon atmosphere was added tert-BuOK (1.15 equiv.) in portionwise over 30 min. After being stirred under reflux for 16h, the reaction was cooled and subsequently quenched with water. The resulting mixture was then diluted with diethylether, and the layers were separated. The aqueous layer was extracted several times with diethylether, and the combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude product was purified by flash column chromatography over silica gel using petroleum ether as eluent to afford the desired product.

The synthetic route of 4549-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Saied, Essa M.; Le, Thuy Linh-Stella; Hornemann; Arenz, Christoph; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4047 – 4057;,
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 203302-95-8 as follows. 203302-95-8

To a mixture of 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (2.75 g, 10.8 mmol), potassium acetate (2.1 g, 21.6 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complexed with dichloromethane (1:1) (0.785 g, 0.962 mmol) under nitrogen was added a solution of 4-bromo-3,5-difluoroaniline (1.5 g, 7.21 mmol) in 1,4-dioxane (20 mL). The mixture was stirred at 100 C. overnight. After cooling to room temperature, the mixture was diluted with DCM and filtered through Celite. The filtrated was concentrated in vacuo. The residue was purified by Biotage Isolera (1.4 g, 76%). LCMS calculated for C12H17BF2NO2 (M+H)| m/z=256.1; found 256.2.

According to the analysis of related databases, 203302-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Pan, Jun; Liu, Kai; Sokolsky, Alexander; Wang, Anlai; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; (167 pag.)US2018/72720; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 4549-33-1, name is 1,9-Dibromononane, I believe this compound will play a more active role in future production and life. 4549-33-1

General procedure: To a stirred solution of monovalent beta-carbolines 1-17 (2.0 mmol) in anhydrous DMF (30 ml) was added 60% NaH (0.4 g, 10 mmol). After stirring for 20 min at room temperature, the appropriate dibromoalkane (1.0 mmol) was added. And then the reaction mixture was stirred at room temperature for 8-20 h. After completion of the reaction as indicated by TLC, the solution was poured into ice-water and extracted with CH2Cl2. The combined organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and evaporated in vacuum. The residue was purified by column chromatography with CH2Cl2/MeOH (50:1) to successfully afford the desirable target products.

The chemical industry reduces the impact on the environment during synthesis 4549-33-1. I believe this compound will play a more active role in future production and life.

Reference:
Article; Shi, Buxi; Cao, Rihui; Fan, Wenxi; Guo, Liang; Ma, Qin; Chen, Xuemei; Zhang, Guoxian; Qiu, Liqin; Song, Huacan; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 10 – 22;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, A common compound: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

500ml round bottom flask reactor1-Bromo-dibenzofuran (20.0g, 0.081mmol), Bis (pinacolato) diboron (26.7g, 0.105mol),[1,1′-bis (diphenylphosphino) ferrocene] palladium in a Dijk (1.3g, 0.002mol),Potassium acetate (19.9g,0.202mol), into a 1,4-dioxane 200ml were stirred for 10 hours under reflux. After the completion of the reaction was filtered a pad of Celite. femaleAfter concentration under reduced pressure they were separated by liquid column and recrystallized with dichloromethane-heptane to give a (17.0g, 70%).

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-Bromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO., LTD.; CHA, SUN OK; JONG, KYONG SEOK; SONG, JOO MIN; LEE, YU RIM; PARK, SANG WOO; KIM, HUI DAE; PARK, SEOK BAE; (76 pag.)KR2016/13678; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 941-37-7, name is 1-Bromo-3,5-dimethyladamantane, 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 941-37-7, 941-37-7

To a solution of l-Bromo-3,5-dimethyl adamantane (100 gm) in acetonitrile (370 ml), sulphuric acid (760 ml) was added slowly at a temperature of 10-150C over 4hrs under nitrogen atmosphere. Temperature of the reaction mass was slowly raised over 2 hrs and maintained at 20-250C for 12 hrs under nitrogen purging. Nitrogen purging was continued for further 4 hrs. Reaction mass was transferred into a mixture of toluene (1000 ml) and ice (3.0 Kg) at temperature below 100C. Temperature of reaction mass was raised, maintained for 30 min at 25 -3O0C and allowed to settle for 15 min. Layers were separated and the aqueous layer was extracted with toluene (1800 ml), dried over sodium sulfate, treated with activated carbon (5 gm) and filtered. Clear filtrate was collected and toluene was distilled off under vacuum below 5O0C. The obtained residue was dissolved in ethanol (80 ml) and p-toluene sulfonic acid (90.8 gm) was added in 4 lots at temperature of 25-35C over 30 min. Reaction mass was maintained for 60 min and diisopropyl ether (240 ml) was added over 30 min. Reaction mixture was maintained at 25-35C for 30 min, cooled and maintained at 0-5C for 1 hr. Product was filtered, wet cake was washed with chilled diisopropyl ether. (50 ml) and dried at a temperature of 45-500C for 4 hrs. The dried product (100 gm) was dissolved in methylene chloride (150 ml) and acetone (300 ml) was added slowly over 30 min. Reaction mixture was maintained at 25 – 3O0C for 30 min. Cooled the mass to 10-150C and maintained for 60 min. The precipitated product was filtered, wet cake was washed with chilled acetone (50 ml) and dried at 45-5O0C. Yield: 51.2%.

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-Bromo-3,5-dimethyladamantane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MATRIX LABORATORIES LIMITED; WO2007/132476; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, Adding a certain compound to certain chemical reactions, such as: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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 50548-45-3.

In a 500 ml round bottom flask reactor 1-Bromodibenzofuran (1.3g, 0.002mol) of bis (pinacolato) diboron (26.7g, 0.105mol), [1,1′-bis (diphenylphosphino) ferrocene] dichloro palladium (20.0g, 0.081mmol) , Potassium acetate (19.9 g, 0.202 mol) and 1,4-dioxane (200 ml) were added and the mixture was stirred under reflux for 10 hours. After completion of the reaction, the celite pad was filtered. The filtrate was concentrated under reduced pressure, the column was separated, and recrystallized from dichloromethane and heptane to obtain (17.0 g, 70percent)

According to the analysis of related databases, 50548-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC Co.,Ltd.; Cha, Sun Wook; Sin, Yoo Na; Lim, Jae Geon; Park, Jin Joo; Park, Sang Woo; Kim, Ji Hwan; Yoo, Jung Ho; Park, Young Hwan; (53 pag.)KR2017/86011; (2017); A;,
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. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 51554-93-9

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

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; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6. 73918-56-6

EXAMPLE 63C 4-Bromo-(N-tert-butoxycarbonyl)phenethylamine 4-Bromophenethylamine and di-t-butyldicarbonate were subjected to the conditions described in Synthesis, 48, 1986 to provide the title compound. MS (DCI/NH3) m/e 319 (M+NH4)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-(4-Bromophenyl)ethanamine.

Reference:
Patent; Abbott Laboratories; US6284796; (2001); B1;,
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 73918-56-6 as follows. 73918-56-6

A solution of 4-bromophenylethyl amine (4.7 g, 23.5 mmol) and Et3N (6.5 mL, 47.0 mmol) in 100 mL of CH2Cl2 is cooled to -30 0C. Benzyl chloroformate (4 ml, 28.2 mmol) is added drop-wise. The reaction mixture is allowed to warm up to 23 0C slowly and stirred for 5 h. The reaction mixture is poured into crushed ice- water and extracted with CH2Cl2 (100 mL x 3). The organic layer is washed with water, brine, and dried over Na2SO4, and concentrated in vacuo. The crude product is purified by passing through a silica gel pad and eluting with 5% MeOH in CH2Cl2 and then 1 :2 EtOAc-hexanes to give the desired intermediate 1.1 (7.5 g, 97%) as a white solid.

According to the analysis of related databases, 73918-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/52078; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary