Category: 24988-36-1

Reference of 24988-36-1, 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 24988-36-1 as follows.

Into a 200-mL three-neck flask were put 7.1 g (24 mmol) of 1,5-dibromo-2,4-dimethoxybenzene, 2.8 g (20 mmol) of 2-fluorophenylboronic acid, 12 mL of toluene, 12 mL of diethylene glycol dimethyl ether, and 50 mL of a sodium carbonate aqueous solution (2 mol/L). This mixture was degassed by being stirred while the pressure in the flask was reduced. After the degassing, the atmosphere in the flask was replaced with nitrogen, and the mixture was heated to 80 C. To this mixture was added 0.55 g (0.48 mmol) of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at the same temperature for 3 hours. After the mixture was cooled down to the room temperature, 4.5 g (32 mmol) of 2-fluorophenylboronic acid and 0.12 g (0.29 mmol) of 2-dicyclohexylphosphino-2?,6?-dimethoxybiphenyl were added to the mixture and then the mixture was degassed under reduced pressure. After the degassing, the atmosphere in the flask was replaced with nitrogen, and the mixture was heated to 80 C. again. After that, 30 mg (0.13 mmol) of palladium(II) acetate was add ed to the mixture, and stirring was performed at the same temperature for 4 hours. After the stirring, the mixture was cooled down to the room temperature, and the mixture was separated into an organic layer and an aqueous layer. The obtained aqueous layer was subjected to extraction with toluene three times, the extracted solution and the organic layer were combined, and this mixture was washed with saturated saline and dried with anhydrous magnesium sulfate. The obtained mixture was gravity-filtered, and then the obtained filtrate was concentrated to give a brown oily substance. This oily substance was purified by silica gel column chromatography (a developing solvent was subjected to a gradient to change from hexane to chloroform gradually) to give 7.2 g (22 mmol) of a target pale yellow oily substance at a yield of 92%. A synthesis scheme of the above synthesis method is shown in (B-2) below.

According to the analysis of related databases, 24988-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; Kawakami, Sachiko; Ishiguro, Yoshimi; Takahashi, Tatsuyoshi; Hamada, Takao; Seo, Hiromi; Seo, Satoshi; (113 pag.)US9997725; (2018); B2;,
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24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, belongs to ethers-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: ethers-buliding-blocks

4,6-Dimethoxy-1,3-dibromobenzene21 (1.50 g, 5.07 mmol) was added to a solution of i-PrMgCl (1 M in THF, 7 mL, 7 mmol) at -10 C under N2 atmosphere. After 45 min, methyl iodide (0.5 mL, 7.7 mmol) was added drop wise, and the mixture was allowed to stir at the same temperature for 30 min and then at rt for 4 h. The reaction was quenched by the addition of 10% HCl (15 mL). THF was removed in vacuum, and the mixture was extracted with ethyl acetate (2*50 mL). The organic layer was washed with water (2*30 mL) and brine (20 mL), dried (Na2SO4), filtered, and concentrated. The resulting crude compound was purified by column chromatography to get 8 (950 mg, 81%) as a colorless liquid. Rf 0.6 (1:10 ethyl acetate:hexane); numax (film) cm-1 1555, 1222, 1143, 1045; 1H NMR (CDCl3, 500 MHz): delta 7.24 (s, 1H, C6-H), 6.42 (s, 1H, C3-H), 3.87 (s, 3H, OCH3), 3.81 (s, 3H, OCH3), 2.1 (s, 3H, CH3); 13C NMR (CDCl3,125 MHz): delta 157.8 (C), 154.6 (C), 133.8 (CH), 120.0 (C), 100.8 (C), 96.2 (CH), 56.3 (CH3), 55.5 (CH3), 15.1 (CH3); HRMS (EI+) m/z 229.9946 ([M]+ C9H11BrO2, requires 229.9942).

The synthetic route of 24988-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pahari, Pallab; Saikia, Ujwal Pratim; Das, Trinath Prasad; Damodaran, Chendil; Rohr, Juergen; Tetrahedron; vol. 72; 23; (2016); p. 3324 – 3334;,
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Some common heterocyclic compound, 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, molecular formula is C8H8Br2O2, 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. Computed Properties of C8H8Br2O2

Add to the dry three-necked flask with a magnetic rotor 1,3-dibromo-4,6-dimethoxybenzene (3.0515 g, 10 mmol, 97%, 1.0 eq),4-biphenylboronic acid (4.4449 g, 22 mmol, 98%, 2.2 equivalents),palladium acetate (0.0674g, 0.3mmol,0.03 equivalents) and the ligand S-Phos (0.2513 g, 0.6 mmol, 98%, 0.06 equivalents).Nitrogen gas was distilled off three times, and then an aqueous solution (20 mL) of 1,4-dioxane (60 mL) and potassium carbonate (6.9100 g, 50 mmol, 5.0 eq. The three vials were then placed in a 110 C oil bath. After stirring for 24 hours, the reaction was monitored by thin layer chromatography. After cooling to room temperature, the organic phase was separated and aqueous was extracted with ethyl acetate (30mL×2).The organic phases were combined, dried over anhydrous sodium sulfate, filtered and evaporated.The crude product was separated and purified by flash column chromatography on silica gel (eluent: petroleum ether / ethyl acetate = 50/1) to give A5, white solid 4.4216g, 99% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 24988-36-1, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Li Guijie; Dai Jianxin; Chen Shaohai; Feng Qi; (28 pag.)CN110183476; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 24988-36-1, 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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

(B-1) Synthesis of 2,4-bis(2-fluorophenyl)-1,5-dimethoxybenzene 2,4-dibromo-1,5-dimethoxybenzene (88.8g, 300 mmol, 1eq.), 2-fluorophenylboronic acid (100.74g, 720 mmol, 2.4 eq.), Na2CO3 2M aq. (600 mL), Pd(PPh3)4 (6.73g, 6 mmol, 2 mol%), 1,2-dimethoxyethane (150 mL) and toluene (150 mL) were placed in a flask, and the resulting mixture was refluxed for 36 hours. After completion of the reaction, water (500 mL) and toluene (1 L) were added, and the mixture was transferred to a separating funnel, whereby a toluene phase was collected. After drying with MgSO4, original impurities were removed by passing through, a silica gel short column, thereby to concentrate the solution. The thus concentrated solution was recrystallized from a toluene/hexane mixed solvent, whereby white crystals of 86.5g (yield: 88%) of 2,4-bis(2-fluorophenyl)-1,5-dimethoxybenzene were obtained.

The chemical industry reduces the impact on the environment during synthesis 1,5-Dibromo-2,4-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2436679; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8Br2O2

2,4-dibromo-1,5-dimethoxybenzene (88.8g), 2-fluorophenyl boronic acid (100.74g), Na2CO3 2M aq. (600 mL), Pd(PPH3)4 (6.73g), 150 mL of 1,2-dimethoxyethane and 150 mL of toluene were charged in a flask, and refluxed for 36 hours. After completion of the reaction, 500 mL of water and 1 L of toluene were added and the resulting solution was transferred to a separating funnel, then a toluene phase was separated and collected. After drying with MgSO4, impurity at the original point was removed by a silica gel short column, and the solution was concentrated. The resulting solution was subjected to recrystallization from a toluene/hexane mixed solvent, whereby 86.5g of white solids of 2,4-bis(2-fluorophenyl)-1,5-dimethoxybenzene were obtained (yield: 88%).

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 24988-36-1.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; ITO, Hirokatsu; KAWAMURA, Masahiro; KAWAMURA, Yuichiro; MIZUKI, Yumiko; SAITO, Hiroyuki; EP2644607; (2013); A1;,
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Ether | (C2H5)2O – PubChem

Reference of 24988-36-1, 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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 14 is combined with anhydrous tetrahydrofuran:dioxane (5:0.9), and the mixture is agitated under a nitrogen atmosphere until a homogeneous solution is achieved. The solution is cooled to -3 C and 1.3 eq. of /-PrMgCl-LiCl in tetrahydrofuran is added. The reaction mixture is agitated at 0 C until the formation of the mono-Grignard is complete as determined by HPLC analysis. Next, a solution of 1.1 eq. of 3-chloro-2-fluorobenzaldehyde in tetrahydrofuran is added. This mixture is allowed to stir at 0 0C until the formation of Compound 15a is complete by HPLC. Next, additional /-PrMgCl-LiCl solution in tetrahydrofuran (2.5 eq.) is added and the reaction mixture is warmed to about 20 C. After conversion to the second Grignard intermediate is complete, the reaction mixture is cooled to 3 C. Anhydrous CO2 (g) is charged to the reaction mixture at about 5 0C. The reaction mixture is adjusted to about 20 C. After the carboxylation reaction is complete by HPLC, the reaction mixture is cooled to about 10 C and water is charged to quench the reaction followed by the addition of concentrated hydrochloric acid to adjust the pH to no more than 3. The reaction mixture is then warmed to about 20 C. The phases are separated. The organic phase is solvent exchanged to a mixture of isopropyl alcohol and water and the resulting slurry is cooled to about 0 0C. The product is isolated by filtration, washed with a mixture of isopropyl alcohol and water and dried at about 40 C to yield Compound 3.

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

Reference:
Patent; GILEAD SCIENCES, INC.; WO2009/36161; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24988-36-1, 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 24988-36-1 as follows.

Into a 200-mL three-neck flask were put 7.1 g (24 mmol) of 1,5-dibromo-2,4-dimethoxybenzene, 2.8 g (20 mmol) of 2-fluorophenylboronic acid, 12 mL of toluene, 12 mL of diethylene glycol dimethyl ether, and 50 mL of a sodium carbonate aqueous solution (2 mol/L). This mixture was degassed by being stirred while the pressure in the flask was reduced. After the degassing, the atmosphere in the flask was replaced with nitrogen, and the mixture was heated to 80 C. To this mixture was added 0.55 g (0.48 mmol) of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at the same temperature for 3 hours. After the mixture was cooled down to the room temperature, 4.5 g (32 mmol) of 2-fluorophenylboronic acid and 0.12 g (0.29 mmol) of 2-dicyclohexylphosphino-2?,6?-dimethoxybiphenyl were added to the mixture and then the mixture was degassed under reduced pressure. After the degassing, the atmosphere in the flask was replaced with nitrogen, and the mixture was heated to 80 C. again. After that, 30 mg (0.13 mmol) of palladium(II) acetate was add ed to the mixture, and stirring was performed at the same temperature for 4 hours. After the stirring, the mixture was cooled down to the room temperature, and the mixture was separated into an organic layer and an aqueous layer. The obtained aqueous layer was subjected to extraction with toluene three times, the extracted solution and the organic layer were combined, and this mixture was washed with saturated saline and dried with anhydrous magnesium sulfate. The obtained mixture was gravity-filtered, and then the obtained filtrate was concentrated to give a brown oily substance. This oily substance was purified by silica gel column chromatography (a developing solvent was subjected to a gradient to change from hexane to chloroform gradually) to give 7.2 g (22 mmol) of a target pale yellow oily substance at a yield of 92%. A synthesis scheme of the above synthesis method is shown in (B-2) below.

According to the analysis of related databases, 24988-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; Kawakami, Sachiko; Ishiguro, Yoshimi; Takahashi, Tatsuyoshi; Hamada, Takao; Seo, Hiromi; Seo, Satoshi; (113 pag.)US9997725; (2018); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24988-36-1, 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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add to the dry three-necked flask with a magnetic rotor 1,3-dibromo-4,6-dimethoxybenzene (2.5000 g, 8.53 mmol, 1.0 eq.),4-tert-butylbenzeneboronic acid (3.1890 g, 17.92 mmol, 2.1 eq.),tetrakistriphenylphosphine palladium (0.9820 g, 0.85 mmol, 0.1 equivalent) and potassium carbonate (4.7160 g, 34.1 mmol, 4.0 eq.).Nitrogen gas was purged three times, then 1,4-dioxane (30 mL) and water (10 mL) were added under nitrogen.The three vials were then placed in a 110 C oil bath.After stirring for 48 hours, the reaction was monitored by thin layer chromatography. After cooling to room temperature, the organic phase was separated and aqueous was extracted with ethyl acetate (30mL×2). All the organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated, and then the crude product was purified by silica gel column chromatography (eluent: petroleum ether / ethyl acetate = 20/1-10/1) to obtain A3 , white solid 3.4040 g, yield 99%.

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

Reference:
Patent; Zhejiang University of Technology; Li Guijie; Dai Jianxin; Chen Shaohai; Feng Qi; (28 pag.)CN110183476; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 24988-36-1, The chemical industry reduces the impact on the environment during synthesis 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

25 parts of the compound represented by the formula (1-52) is converted into tetrahydrofuran.(Kanto Chemical Co., Ltd.)It was dissolved in 111 parts, cooled to -78 C., and while stirring, 234.2 parts of a 2.5 M hexane solution of n-butyllithium (manufactured by Aldrich Co.) was added dropwise.After input,Stir for 45 minutes at -78 C,With cooling to -78 C., 156 parts of iodomethane (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise.After input,It heated up to 23 degreeC and stirred for 5 hours.After the reaction,The reaction mixture was gradually added to 500 parts of ice water.After that, extract with water-toluene solvent,After concentration, 21 parts of crude product was obtained.This crude product is separated and purified by silica gel column chromatography,17 parts of the compound represented by the formula (1-53) were obtained.

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, 1,5-Dibromo-2,4-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, belongs to ethers-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 24988-36-1, Computed Properties of C8H8Br2O2

2,4-dibromo-1,5-dimethoxybenzene (88.8 g, 300 mmol), 2-fluorophenyl boric acid (100.7 g, 720 mmol), 2 M aqueous solution of Na2CO3 (600 mL), Pd[PPh3]4 (6.73 g, 6 mmol), DME (150 mL), and toluene (150 mL) were loaded into a three-necked flask, and the mixture was refluxed under an Ar atmosphere for 36 hours. After the completion of the reaction, the obtained solution was cooled to room temperature. The resultant sample was transferred to a separating funnel, and water (500 mL) was charged into the funnel. Then, the mixture was extracted with toluene. The extract was dried with MgSO4, and was then filtered and concentrated. The resultant sample was purified by silica gel column chromatography. The purified product was concentrated to dryness, and was then recrystallized, whereby a white solid was obtained in an amount of 86.5 g in 88% yield. FD-MS analysis C20H16F2O2: theoretical value 326, observed value 326

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; Idemitsu Kosan Co., Ltd.; EP2301926; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem