Category: 823-57-4

Reference of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

General procedure: To a stirred solution of commercially available or known bromoaniline compound (1.0 mmol) inCH2Cl2 (5 mL) and the corresponding propiolic acid (1.3 mmol, 1.3 equiv) was addeddicyclohexyl carbodimide (DCC, 1.3 mmol, 1.3 equiv) at 0 ¡ãC. Then, the temperature wasgradually raised to 25 ¡ãC over 30 min. The mixture was stirred at the same temperature for 12 h,and diluted with EtOAc (50 mL) and sat. aq. NH4Cl (30 mL). The organic layer was separated,dried (Na2SO4), filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel, hexanes:EtOAc 8:1 or CH2Cl2 only) to affordpropiolamides 4-s, 5-s, 8a-s, 8b-s, and 10-s.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Sunhwa; Shin, Kye Jung; Seo, Jae Hong; Synlett; vol. 26; 16; (2015); p. 2296 – 2300;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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 B;. A solution of sodium nitrite (0.63 g, 9.2 mmol) and H2O (1.9 mL) was added dropwise at 0¡ã C. to a solution of 2-bromo-5-chlorobenzenamine (1.6 g, 7.7 mmol) in 12N HCl (18.2 mL) and TFA (2.31 mL). The reaction mixture was stirred at 0¡ã C. for 1 h followed by the dropwise addition of a solution of tin(II)chloride (3.1 g, 16.9 mmol) in 12N HCl (4.6 mL) and H2O (0.6 mL) at 0¡ã C. The reaction mixture stirred for 1 5 h at 20¡ã C. and was filtered and placed under vacuum to give 1 -(2-bromo-5-chlorophenyl)hydrazine hydrochloride (2.0 g, 7.8 mmol).

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/27178; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 823-57-4, name is 2-Bromo-5-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

To a solution of 2-bromo-5-chloroaniline (1.0 eq ) in tetrahydrofuran (0.2 M) at O0C under N2 atmosphere was added dropwise IM NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 00C, and a solution of di-tert -butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH.(R). system (ISCO) using 0-5percent ethyl acetate in hexane to give the product as light yellow oil.

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 823-57-4.

Reference:
Patent; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 823-57-4, name is 2-Bromo-5-chloroaniline, A new synthetic method of this compound is introduced below., 823-57-4

Intermediate 129 4-Chloro-4′-fluorobiphenyl-2-amine 2-Bromo-5-chloroaniline (CAS 823-57-4; 5 g), 4-fluorophenylboronic acid (3.56 g) and cesium carbonate (31.6 g) were combined in THF (70 ml) and water (35 ml). The mixture was degassed by bubbling argon through the solution. After addition of [Iota, – bis(diphenylphosphino)ferrocene]dichloropalladium(II) (886 mg) the reaction mixture was stirred 1 h at 80 ¡ãC in a sealed tube. The reaction mixture was diluted with EtOAc, washed with water, dried over Na2S04, evaporated and purified by chromatography (silica gel, 0percent to 30percent EtOAc in heptane). The product was finally bulb-to-bulb distilled at 0.3 mbar and 120-130 ¡ãC oven temperature to give the title compound (5.07 g) as a light yellow liquid. In analogy to the synthesis of Intermediate 129, the following intermediates were prepared:

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BUETTELMANN, Bernd; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RICHTER, Hans; WO2014/146994; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 823-57-4, name is 2-Bromo-5-chloroaniline, I believe this compound will play a more active role in future production and life. 823-57-4

Step B: Preparation of l-Bromo-4-chloro-2-iodobenzene; [0828] A suspension of 2-bromo-5-chlorobenzenamine (1 1.348 g, 54.963 mmol) in concentrated HCl (100 mL) was cooled to 0C and treated dropwise over 20 minutes (using an addition funnel) with a solution of sodium nitrite (4.5506 g, 65.955 mmol) in water (20 mL). The reaction was stirred at 00C for 75 minutes. A solution of potassium iodide (27.372 g, 164.89 mmol) in water (50 mL) was added, and the reaction was stirred at 23C. After 1 hour, the reaction was heated to 700C. After 18 hours, the reaction was diluted with EtOAc (500 mL) and washed with water (300 mL), 2N NaOH solution (300 mL), saturated sodium thiosulfate solution (300 mL) and brine (250 mL), dried over MgSO4, concentrated in vacuo, and purified by silica gel chromatography (eluant: hexane) affording 1 1.1 1 g of 1 -bromo^-chloro^-iodobenzene.

The chemical industry reduces the impact on the environment during synthesis 823-57-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 823-57-4, name is 2-Bromo-5-chloroaniline, I believe this compound will play a more active role in future production and life. 823-57-4

Compound 37b (4.2 g, 20.3 mmol) is melted at 500C in a 100 mL round-bottomed flask containing a stirring bar and immersed in an oil bath. A solution of zinc chloride (700 mg, 5.03 mmol) and ferric chloride (540 mg, 3.25 mmol) in 3.3 mL of water is added in one portion followed by 20 m L of absolute EtOH. The flask is stoppered with a rubber septa and a needle is inserted to avoid any pressure build-up. The mixture is warmed to 800C and acrolein (1.68 mL, 24.4 mmol) is added via a syringe pump over a 2 h period. After the addition, the mixture is stirred at 800C for 1 h and an additional amount of solid ferric chloride is added (4.1 g, 25.3 mmol). The mixture is stirred at 8O0C for about an extra 24 h and then concentrated under vacuum to give a semi-solid residue. 200 mL of water is added followed by a 10 N aqueous solution of NaOH (20 mL) and 200 mL of CH2CI2. After shaking the mixture for a few minutes, the solid is filtered over a pad of Celite.(R). and the filtrate is transferred into a separatory funnel. The organic layer is separated and the aqueous layer is extracted with CH2CI2. The combined organic extracts are washed with brine, dried (Na2SO4), filtered and concentrated under vacuum to give 3.69 g of a brown solid. This solid is triturated in hot CH3CN and filtered. The solid is discarded and the filtrate is concentrated under vacuum to give 2.3 g of a brown semi-solid. This material is purified on a CombiFlash.(R). Companion apparatus on 40 g silica gel column eluted with EtOAc/hexanes gradient. After evaporation of the solvent 13-152under vacuum, the desired compound 37c is isolated as a yellow solid (390 mg, 8percent yield).

The chemical industry reduces the impact on the environment during synthesis 823-57-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62308; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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. 823-57-4

The corresponding imidazopyridine (0.2 mmol) was added sequentially to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.Cuprous bromide (0.02 mmol), 2-bromo-5-chloroaniline (0.4 mmol),1,10-azaphenanthroline (0.04 mmol), pyridine (0.4 mmol),Carbon disulfide (0.4 mmol), NMP (2.0 mL), was added with a syringe under oxygen.The reaction tube was placed in a 130 C oil bath for 10 hours.The resulting solution was cooled to room temperature, and 2 mL of deionized water was added to the reaction solution.Mix well, each time with 3mL of ethyl acetate as extractant through liquid separation extraction operation,The crude product is extracted from the reaction solution, and the extract is combined.And removing the solvent by a rotary evaporator;The residue was purified on a silica gel column (silica gel size 200 mesh to 300 mesh,The eluent is petroleum ether/ethyl acetate (15:1 v/v),The target product was obtained in 69.1 mg, yield 82%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 823-57-4, its application will become more common.

Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

823-57-4, 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 823-57-4 as follows.

A 10 L round-bottom flask was charged with 200 g (1.64 mol, 1.05 eq.) of Phenylboronic acid, 322 g (1.56 mol, 1 eq.) of 2-bromo-5-chloroaniline, 90 g (78.10 mmol, 0.05 eq.) of Pd(PPh3)4, and 646 g (4.69 mol, 3 eq.) of K2CO3, after which toluene/EtOH/H2O was added thereto, and the mixture was stirred under reflux. After completion of the reaction, the mixture was extracted with MC/H2O and the MC layer was dried over MgSO4. Purification was performed using a silica-gel column to obtain 254 g of Core 1-1 at a yield of 80percent.

According to the analysis of related databases, 2-Bromo-5-chloroaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SOULBRAIN CO., LTD.; HA, Jong Jin; YOO, Hyun Young; KIM, Sung Soo; LEE, Seok Jong; (103 pag.)US2019/161485; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics