689260-53-5 Archives - Iodides-buliding-blocks

Sep-21 News Some tips on 689260-53-5

The synthetic route of 689260-53-5 has been constantly updated, and we look forward to future research findings.

Reference of 689260-53-5, These common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, 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.

Step 1: [(3R,4R)-4-(4-Bromo-3,5-dimethyl-phenoxy)-tetrahydrofuran-3-yloxy]-tert-butyl-dimethyl-silane CuI (0.12 g) and 1,10-phenanthroline (0.23 g) are added to a flask charged with a stir bar, 2-bromo-5-iodo-m-xylene (2.00 g), (3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydrofuran-3-ol (1.72 g), Cs2CO3 (4.11 g), and toluene (10 mL) at room temperature. The mixture is stirred at 115 C. overnight. After cooling to room temperature, water is added, and the resulting mixture is extracted with ethyl acetate. The combined extract is washed with aqueous 1 M HCl solution and dried (MgSO4). The solvent is evaporated, and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 49:1) to give the title compound. Mass spectrum (ESI): m/z=401/403 (Br) [M+H]+.

The synthetic route of 689260-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; WAGNER, Holger; PETERS, Stefan; (46 pag.)US2018/208560; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Discovery of 689260-53-5

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 689260-53-5.

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. 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8BrI

Under an argon atmosphere, Intermediate 6 (1.20 g, 2.40 mmol), 2-Bromo-5-iodo-1,3-dimethylbenzene (Intermediate 15) (893 mg, 2.88 mmol)(1.68 g, 4.80 mmol, manufactured by Wako Pure Chemical Industries, Ltd.) and copper iodide (91.4 mg, 0.48 mmol, 0.35 mmol) were added to a solution of L-proline (110 mg, 0.96 mmol; manufactured by Wako Pure Chemical Industries, (Manufactured by Wako Pure Chemical Industries, Ltd.) Dimethylformamide (2.4 ml, manufactured by Wako Pure Chemical Industries, Ltd.) was heated to 110 C under an argon atmosphere for 48 hours. to the next,After cooling to room temperature, saturated aqueous ammonium chloride solution (30 ml) and dichloromethane (100 ml) were added to the reaction mixture and the layers were separated. The organic layer was dried over magnesium sulfate and the residue was purified by silica gel column chromatography (dichloromethane 20% Hexane 80%) to obtain Intermediate 16 as pale yellow crystals (1.49 g, yield 91%).

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 689260-53-5.

Reference:
Patent; Kokuritsu Daigaku Hojin Kyushu Daigaku; Kaji, Hironori; Suzuki, Hajime; Suzuki, Katsuaki; Oheiwa, Hajime; Wakamiya, Atsushi; Fukushima, Tatsuya; Suzuki, Huritz; Murata, Yaseujiro; Sieje, Kacheuyuki; Adachi, Jihaya; (48 pag.)KR2015/123907; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Introduction of a new synthetic route about 2-Bromo-5-iodo-1,3-dimethylbenzene

According to the analysis of related databases, 689260-53-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 689260-53-5, 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 689260-53-5 as follows.

Step 1: 2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene A flask charged with a stir bar, 2-bromo-5-iodo-1,3-dimethyl-benzene (1.0 g), bis-(pinacolato)-diboron (1.0 g), potassium acetate (1.1 g) and dimethyl sulfoxide (10 mL) is purged with argon for 5 min. [1,1′-Bis(diphenylphosphino)-ferrocene]-dichloropalladium(II) (0.26 g) is added at room temperature, and the mixture is stirred at 90 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are dried (MgSO4) and concentrated. The residue is chromatographed on reversed phase (HPLC; acetonitrile/water) to give the title compound. LC (method 9): tR=1.30 min; Mass spectrum (ESI+): m/z=311/313 (Br) [M+H]+.

According to the analysis of related databases, 689260-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Extracurricular laboratory: Synthetic route of C8H8BrI

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-Bromo-5-iodo-1,3-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, belongs to iodides-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 689260-53-5, category: iodides-buliding-blocks

the obtained 38-6-a (3.92 g, 20 mmol), Bis(pinacolato)diboron (6.22 g, 24 mmol), 1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (0.49 g, 0.6 mmol), potassium acetate (5.90 g, 60 mmol) and 79 ml of toluene were reacted under reflux for 16 hours.After cooling, 26 ml of water was added and stirred for 30 minutes, the organic phase was separated, filtered through a short bed of celite, soon afterwards the organic solvent was evaporated off, and the obtained crude product was recrystallized from heptane / toluene; Under argon atmosphere, the obtained solid 38-6-b (3.65g, 15mmol), 38-6-c (4.45g, 14.3mmol), Tetrakis(triphenylphosphine)palladium (0·35 g, 0.3 mmol), toluene (43 ml), aqueous sodium carbonate (2M, 21 ml) was added to the flask and refluxed for 8 hours.After cooling to room temperature, it was extracted with toluene, and the organic phase was washed with brine, and then dried, and then purified by column chromatography to obtain bromide 38-6-d; Tri-tert-butylphosphine (4.4 mL of a 1.0 M solution in toluene, 1.48 g, 0.05 mmol), palladium acetate (0.4 g, 1.83 mmol) and sodium tert-butoxide (52.7 g, 549 mmol) were added to a solution of 38-6-d (22.04 g, 73.42 mmol) and bromobenzene (11.53 g, 73.42 mmol) in degassed toluene (500 mL) and the mixture was Heat under reflux for 2 hours. This reaction mixture was cooled to room temperature, diluted with toluene and filterated through celite. This filtrate was diluted with water and extracted with toluene, and the organic phases were combined and evaporated in vacuo. This residue was filtered through silica gel (heptane / dichloromethane) and crystallised from isopropyl alcohol to give compound 38-6-e;the obtained 38-6-a (3.92 g, 20 mmol), Bis(pinacolato)diboron (6.22 g, 24 mmol), 1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (0.49 g, 0.6 mmol), potassium acetate (5.90 g, 60 mmol) and 79 ml of toluene were reacted under reflux for 16 hours.After cooling, 26 ml of water was added and stirred for 30 minutes, the organic phase was separated, filtered through a short bed of celite, soon afterwards the organic solvent was evaporated off, and the obtained crude product was recrystallized from heptane / toluene to obtain compound 38-6.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhang Hong; Cai Hui; (28 pag.)CN108530336; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Share a compound : 689260-53-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-iodo-1,3-dimethylbenzene, its application will become more common.

Synthetic Route of 689260-53-5,Some common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, molecular formula is C8H8BrI, 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.

Step 1: 1-(4-Bromo-3,5-dimethylphenyl)-1H-1,2,4-triazole A mixture of 2-bromo-5-iodo-1,3-dimethylbenzene (500 mg), 1,2,4-triazole (340 mg), potassium carbonate (770 mg), and copper(I) iodide (232 mg) in N-methyl-2-pyrrolidinone is stirred at 130 C. over night. More potassium carbonate (770 mg) and copper(I) iodide (232 mg) are added and the mixture is heated to 150 C. for 4 h. After cooling to room temperature the mixture is diluted with tetrahydrofuran and filtered. The filtrate is concentrated in vacuo and purified by HPLC on reversed phase to give the title compound. LC (method 7): tR=0.99 min; Mass spectrum (ESI+): m/z=252, 254 [M+H]+.

The origin of a common compound about 2-Bromo-5-iodo-1,3-dimethylbenzene

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.

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. 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrI

2-(4-Bromo-3,5-dimethyl-phenyl)-thiazole A mixture of 2-bromo-5-iodo-1,3-dimethyl-benzene (0.28 g), 2-thiazolylzinc bromide (0.5 mol/L in tetrahydrofuran; 1.9 mL), tetrakis(triphenylphosphine)palladium(0) (52 mg), and tetrahydrofuran (5 mL) under argon atmosphere is stirred at 100 C. for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate) to give the title compound. LC (method 9): tR=1.19 min; Mass spectrum (ESI+): m/z=268/270 (Br) [M+H]+.

The important role of 689260-53-5

The synthetic route of 689260-53-5 has been constantly updated, and we look forward to future research findings.

Step 1: 1-(4-(4-Bromo-3,5-dimethylphenyl)-1H-pyrazol-1-yl)-2-methylpropan-2-ol A mixture of 2-bromo-5-iodo-1,3-dimethylbenzene (1.00 g), 2-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propan-2-ol (1.11 g), and 2 M aqueous Na2CO3 solution (4.0 mL) in N,N-dimethylformamide is purged with argon for 3 min. [1,1′-Bis(diphenylphosphino)-ferrocene]-dichloropalladium dichloromethane complex (85 mg) is added and the mixture is stirred at 60 C. for 3 h. After cooling to room temperature the mixture is diluted with water and ethyl acetate. The organic phase is washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is purified by HPLC on reversed phase to give the title compound. LC (method 11): tR=1.12 min; Mass spectrum (ESI+): m/z=323, 325 [M+H]+.

The synthetic route of 689260-53-5 has been constantly updated, and we look forward to future research findings.

The origin of a common compound about 2-Bromo-5-iodo-1,3-dimethylbenzene

Application of 689260-53-5,Some common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, molecular formula is C8H8BrI, 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 2,5-dibromo-1 ,3-dimethylbenzene (2.00 g), 1 -furan-3-ylboronic acid (856 mg), and 2 M aqueous Na2CO3 solution (1 1 ml_) in 1 ,4-dioxane (40 ml_) is purged with argon for 5 min. Tetrakis-triphenylphosphine-palladium-(O) (270 mg) is added and the mixture is stirred at 100 C over n ight. More tetrakis- triphenylphosphine-palladium-(O) (50 mg) is added and the mixture is stirred for another 5 h at 100 C. After cooling to room temperature the mixture is diluted with ethyl acetate and aqueous NH CI solution. The aqueous phase is extracted with ethyl acetate and the combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 100:0?90:10) to give the title compound. LC (method 7): tR = 1 .22 min; Mass spectrum (Epsilon ): m/z = 250 [M]+

Continuously updated synthesis method about 2-Bromo-5-iodo-1,3-dimethylbenzene

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-iodo-1,3-dimethylbenzene, and friends who are interested can also refer to it.

Electric Literature of 689260-53-5, 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. 689260-53-5 name is 2-Bromo-5-iodo-1,3-dimethylbenzene, 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.

To 2-Bromo-5-iodo-1,3-Dimethylbenzene(300 mg, 0.965 mmol),1-Amino cyclopropanecarboxylic acid(195 mg, 1.93 mmol),A mixture of copper (I) iodide (37 mg, 0.194 mmol) and diazabicycloundecene (0.50 ml, 3.35 mmol) in dimethylacetamide (2.6 ml) was heated at 120 C for 3 hours under a nitrogen stream Stirring. The reaction mixture was purified by silica gel column chromatography (Wakosil C18, acetonitrile-water (0.1% formic acid)1 – ((4-Bromo-3,5-Dimethylphenyl)Amino)Cyclopropanecarboxylic acid(219 mg, 80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-iodo-1,3-dimethylbenzene, and friends who are interested can also refer to it.

Introduction of a new synthetic route about 2-Bromo-5-iodo-1,3-dimethylbenzene

Electric Literature of 689260-53-5, The chemical industry reduces the impact on the environment during synthesis 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, I believe this compound will play a more active role in future production and life.

A mixture of 2-bromo-5-iodo-1 ,3-dimethylbenzene (500 mg), 1 ,2,4-triazole (340 mg), potassium carbonate (770 mg), and copper(l) iodide (232 mg) in N-methyl-2- pyrrolidinone is stirred at 130 C over night. More potassium carbonate (770 mg) and copper(l) iodide (232 mg) are added and the mixture is heated to 150 C for 4 h. After cooling to room temperature the mixture is diluted with tetrahydrofuran and filtered. The filtrate is concentrated in vacuo and purified by HPLC on reversed phase to give the title compound. LC (method 7): tR = 0.99 min; Mass spectrum (EST): m/z = 252, 254 [M+H]+.