Category: 25252-00-0

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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25252-00-0

Examples 54-56; Step I. To a stirred solution of 2-bromo-5-iodobenzoic acid (1.0 g, 3.06 mmol) in DCM (5 mL) was added DMF (0.2 mL) and oxalyl chloride (0.44 mL, 4.59 mmol) at 0 C. After complete addition, the reaction mixture was stirred at room temperature for 3 h. The volatiles were evaporated under reduced pressure, and the crude product was dissolved in DCM (4 mL) and added to chroman (488 mg, 3.67 mmol) which had been cooled to 0 C. To this mixture was added aluminum chloride (488 mg, 3.67 mmol) in portions. After stirring for 4 h, the reaction was quenched by pouring it into crushed ice. This was extracted with dichloromethane (50 mL×2): The dichloromethane layers were combined and washed with water (20 mL), saturated aqueous sodium bicarbonate solution (20 mL×2), and brine (20 mL), then dried over sodium sulfate, and concentrated. The crude product was purified by column chromatography to furnish (2-bromo-5-iodo-phenyl)-chroman-6-yl-methanone (1.2 g).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; US2011/171159; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, 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. Application In Synthesis of 2-Bromo-5-iodobenzoic acid

2-Bromo-5-iodobenzoic acid 5a (40.0 g, 122 mmol) was dissolved in dichloromethane (350 mL)Then, it was cooled to -5 C under a nitrogen atmosphere, and oxalyl chloride (16.4 mL, 194 mmol) was added dropwise.After reacting with N,N-dimethylformamide (1.5 mL, 19 mmol), the mixture was stirred at room temperature for 4 hours.After the reaction is completed, the organic solvent is removed by concentration under reduced pressure.The title compound 5b (46.0 g, yellow solid)Yield: 100%.

The synthetic route of 2-Bromo-5-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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. HPLC of Formula: C7H4BrIO2

Preparation of 4-bromo-3-hydroxymethyl-1-iodo-benzene Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25252-00-0, its application will become more common.

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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-iodobenzoic acid

2-Bromo-5-iodobenzoic acid (6.54 g, 20.0 mmol) was dissolved in DMF (70 mL). Potassium bicarbonate (2.2 g, 22.0 mmol) was added, followed by benzyl bromide (2.8 mL, 22.0 mmol). The mixture was stirred at rt under N2 for 12 h. The reaction mixture was poured into water and extracted with EtOAc. The combined organic solution was washed with brine, dried over MgSO4, and concentrated and dried to give 9.05 g of the benzyl ester.

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.

Synthetic Route of 25252-00-0, The chemical industry reduces the impact on the environment during synthesis 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: To a mixture of 2-bromo-5-iodo-benzoic acid (25 g, 76.5 mmol) in CH2Cl2 (80 ml) were added(COCl)2 (9 ml) and DMF (0.5 ml). The reaction mixture was stirred for 14 h at rt, and all volatile constituents were removed on rotary evaporator in vacuo. The residue was dissolved in CH2Cl2 (50 ml), and the resultant solution was cooled to 0 C. After addition of anisole (23 ml) to the mixture, AlCl3 (12.5 g) was added portionwise not to exceed 10 C. The solution was stirred at rt for overnight and then poured into ice. The organic phase was separated off, and aqueous phase was extracted with CH2Cl2 twice. After drying organic phases with MgSO4, the volatile compound was evaporated in vacuo.The crude product was purified with Biotage to afford (2-bromo-5-iodophenyl)(4-methoxyphenyl)methanone (25.8 g, 81%) as a light yellow solid. A solution of (2-bromo-5-iodophenyl)(4-methoxyphenyl)methanone(10 g, 24 mmol) and triethylsilane (TESH, 15.3 ml, 96 mmol) in a mixture of CH2Cl2 (30 ml) and CH3CN (60 ml) is cooled to 0 C. Then with stirring, BF3 etherate (5.0 ml, 36 mmol) was added slowly. The solution was stirred for 14 hr at rt. The solution was stirred for additional 3 hr at 50~60 C and then cooled to rt.The resulting solution was quenched with aqueous KOH solution (50 ml) and the aqueous layer was extracted with ethyl acetate. After solvent was evaporated, the residue was purified with column chromatography to produce 1-bromo-4-iodo-2-(4-methoxybenzyl)benzene (6.96 g, 72%) as colorless oil. To a solution of 1-bromo-4-iodo-2-(4-methoxybenzyl)benzene (7.5 g, 18.6 mmol) in CH2Cl2 (50 ml) at 0 C was added BBr3 in CH2Cl2 (1.0 M, 37.5 ml) dropwise, and the reaction solution was then stirred for 3 h at rt. The resulting solution was quenched with MeOH and the volatile constituents were removed on rotary evaporator. The residue was purified with Biotage to afford 4-(2-bromo-5-iodobenzyl)phenol (6.7 g, 92%) as a white solid. To a mixture of 4-(2-bromo-5-iodobenzyl)phenol (6.7 g, 17.2 mmol) and K2CO3 (9.5 g, 68.8 mmol) in CH3CN(50 ml) was added allylbromide (3.2 ml, 37 mmol). The reaction mixture was stirred for 24 hr at rt. After filteration of insoluble compounds, the filtrate was evaporated, and the residue was purified with Biotage to produce 2-(4-(allyloxy)benzyl)-1-bromo-4-iodobenzene (6.9 g, 95%) as colorless oil.

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-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kang, Suk Youn; Kim, Min Ju; Lee, Jun Sung; Lee, Jinhwa; Bioorganic and Medicinal Chemistry Letters; vol. 21; 12; (2011); p. 3759 – 3763;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H4BrIO2

Example I; 4-Bromo-3-hvdroxymethyl-1-iodo-benzene; Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid in CH2CI2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.O g (99% of theory)

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 25252-00-0.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/93610; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 25252-00-0,Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2CI2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and L1BH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2S04) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

The synthetic route of 25252-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; KLEY, Saskia; REICHE, Dania Birte; WO2015/110402; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 25252-00-0 as follows. HPLC of Formula: C7H4BrIO2

Preparation of 4-bromo-3-hydroxymethyl-1-iodo-benzene Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM VETMEDICA GMBH; REICHE, Dania Birte; JOHNSTON, Laura; MOHREN, Nicole; US2014/303096; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25252-00-0,Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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 I: To a stirred solution of 2-bromo-5-iodobenzoic acid (25.0 g, 76.48 mmol) in dichloromethane (200 mL) was added oxalylchloride (10.3 mL, 114.74 mmol) at 0 C. followed by DMF (0.9 mL). After complete addition, the reaction mixture was stirred at room temperature for 3 h. Volatiles were evaporated under reduced pressure to furnish 2-bromo-5-iodo-benzoyl chloride (26.4 g). The crude product was used for the next step immediately.

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-iodobenzoic acid, its application will become more common.

Reference:
Patent; NOVARTIS AG; US2012/264700; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 25252-00-0 as follows. 25252-00-0

To commercially available 2-bromo-5-iodobenzoic acid (76.5 mmol, 25 g), hydroxybenzotriazole (HOBt, 76. 5mmol, 10.4 g), triethylamine (TEA, 153 mmol, 21.3 mL) and ammonium chloride (84.1 mmol, 4.50 g), is added DMF (anhydrous, 300 mL). After dissolution of solids by stirring, 1- [3- (Dimethylamino) propyl]-3- ethylcarbodiimide hydrochloride (EDC-HCI, 84.1 mmol, 16.08 g) is added. Stirring continues with the reaction capped for 16 hours. The reaction is concentrated to half the original volume via roto-evaporation, then 1 L ethyl acetate is added and the subsequent solution is washed once with 1 M HCI (300 mL), then once with saturated NaHCO3 (300 mL), then twice with H20, and then once with saturated NaCI (100 mL). A white solid resulted on drying the ethyl acetate phase with MgS04, filtering through celite, and evaporation of volitiles. LCMS : Method [11] : Retention time at 220nm detection is 1.51 minutes and [M = 1] + = 325.8. LCMS shows nearly quantitative product (i) at >95% purity.

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com