Category: 1133123-02-0

Reference of 1133123-02-0, 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon, 0.79 g of lithium hydroxide was added to a 250 mL two-neck reactor,50 mL of N-methylpyrrolidone and water were added,4.89 g of 2-iodo-4-bromobenzoic acid and 2 g of phenylboronic acid were added,Add triacetylacetone dipalladium chloride adduct with stirring.Followed by stirring at 65 C for 18 hours. After completion of the reaction, hydrochloric acid was added,Extracted with methyl tert-butyl ether, separated,The organic phase was dried over anhydrous sodium sulfate and the organic liquid was removed by distillation. The product was purified by column chromatography using petroleum ether.And dried to give 4-bromo-2-phenylbenzoic acid as a white powder (yield: 2.9 g, yield: 70.5%).

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zhang Xiaohong; Chen Jiaxiong; Zheng Caijun; (11 pag.)CN106699747; (2017); A;,
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 1133123-02-0 as follows. Product Details of 1133123-02-0

To a solution of 4-bromo-2-iodobenzoic acid (10.2 g) in tetrahydrofuran (100 mL)/N,N-dimethylformamide (20 mL) were added copper(I) iodide (0.592 g) and potassium carbonate (10.7 g) at room temperature, and the mixture was stirred at 40 C. for 10 min. To the reaction mixture was added 2H-1,2,3-triazole (4.29 g), and the mixture was stirred at 70 C. for 12 hr under nitrogen atmosphere. The solvent was evaporated under reduced pressure, the residue was diluted with water, and 6N hydrochloric acid (40 mL) was added thereto at 0 C. The precipitate was collected by filtration, washed with water, and added to warm ethyl acetate (300 mL). The insoluble substance was removed by filtration, the filtrate was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was dissolved in tetrahydrofuran (250 mL), and sodium tert-butoxide (3.29 g) was added thereto at 0 C. The mixture was stirred at room temperature for 16 hr under dried atmosphere, and the precipitate was collected by filtration, and washed with tetrahydrofuran (50 mL). The obtained solid was dissolved in water (40 mL), to the aqueous solution was added 1N hydrochloric acid (31 mL) at 0 C., and the mixture was stirred at the same temperature for 2 hr. The precipitate was collected by filtration, washed with cold water (20 mL), and dried to give the title compound (5.33 g). MS: [M+H]+ 267.9, 269.9.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); A1;,
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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-2-iodobenzoic acid

4-Bromo-2-iodo-benzoic acid (4.0 g; 12.24 mmol) is stirred in thionyl chloride (8.0 ml) under reflux for 1 hour. The reaction mixture is evaporated under reduced pressure and taken up immediately in 20 ml methylene dichloride and cooled down to 0 C. Ethanol (20.0 ml; 342.96 mmol) is added and stirred for 1 hour at ambient temperature. The ethanol is evaporated and the residue taken up in methylene dichloride and extracted with saturated NaHCO3 solution. The organic layer is separated, dried over MgSO4 and evaporated to dryness. Yield: 99% (4.28 g; 12.06 mmol) HPLC-MS: (M+H)+=355/357; tRet=2.12 min; AM11

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 1133123-02-0.

Reference:
Patent; Boehringer Ingelheim International GmbH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; US2014/296229; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1133123-02-0,Some common heterocyclic compound, 1133123-02-0, name is 4-Bromo-2-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.

To a stirred solution of 4-bromo2-iodobenzoic acid 319a (3 0 g, 1 equiv.) in THF (405 mL) was added di-tert-butyl dicarbonate (3.0 g, 1.5 equiv.), TEA (3.2 mL, 2.5 equiv.) andDMAP (1. 1 g, 1.0 equiv.). The reaction mixture was stirred at room ternperature for 16 h,diluted with ethyl acetate, and washed with water, brine, dried over sodium sulfate, filteredand concentrated under reduced pressure. The residue was purified by silica gelchromatography eluting with 3-5~o ethyl acetate in hexanes to give the tert-bu1yl4-bromo-2-10 iodobenzoate 319b (1.9 g) as a liquid. 1HNMR (400 MHz, DMSO-d6) 8: 8. J 8 (d, l”l.9 Hz,1H), 7.76-7.60 (m lH), 7.54 (d, J = 8.3 Hz, lH), 156 (bs, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1133123-02-0, 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon, 0.79 g of lithium hydroxide was added to a 250 mL two-neck reactor,50 mL of N-methylpyrrolidone and water were added,4.89 g of 2-iodo-4-bromobenzoic acid and 2 g of phenylboronic acid were added,Add triacetylacetone dipalladium chloride adduct with stirring.Followed by stirring at 65 C for 18 hours. After completion of the reaction, hydrochloric acid was added,Extracted with methyl tert-butyl ether, separated,The organic phase was dried over anhydrous sodium sulfate and the organic liquid was removed by distillation. The product was purified by column chromatography using petroleum ether.And dried to give 4-bromo-2-phenylbenzoic acid as a white powder (yield: 2.9 g, yield: 70.5%).

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zhang Xiaohong; Chen Jiaxiong; Zheng Caijun; (11 pag.)CN106699747; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1133123-02-0, 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 1133123-02-0 as follows.

A mixture of Intermediate 177c (crude boronic ester, 60 mg, 0.107 mmol) and 4- bromo-2-iodobenzoic acid (35.0 mg, 0.107 mmol) in NMP/H20 (1:1, 1 mL) was treated with K2C03 (32.6 mg, 0.236 mmol) followed by Pd2(dba)3 (9.80 mg, 10.71 muiotaetaomicron). The resulting mixture was degassed with N2 for 2 min before the reaction vessel was sealed and irradiated in a microwave reactor at 120 C for 15 min. The mixture was cooled and filtered through celite and purified via preparative HPLC (Column: Phenomenex AXIA Luna 100 x 30mm 5u s; Mobile Phase A: 10:90 ACN: H20 with 10 mM TFA; Mobile Phase B: 90: 10 ACN: H20 with 10 mM TFA; Gradient: 0-100% B over 10 minutes, then a 2-minute hold at 100% B; Flow: 40 mL/min.) to afford the title compound (Intermediate 195a, 17 mg, 0.037 mmol, 34.5 % yield). LC-MS (Method A5): 2.27 min, [M + H]+=465.1 and 467.1. 1H NMR (500 MHz, CDCl3) delta 7.91 (br d, 7=8.0 Hz, IH), 7.76 (br s, IH), 7.65 (br d, 7=7.7 Hz, IH), 7.44 (br s, 2H), 5.84 (br s, 2H), 3.26 (br s, 2H), 2.72 – 2.54 (m, 6H), 1.38 (br s, 3H).

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

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 1133123-02-0 as follows. Safety of 4-Bromo-2-iodobenzoic acid

General procedure: A sealed tube was charged with CuCl (0.02 mmol), BFMO (0.02 mmol), N-protected N-alkenylhydrazine (2.0 mmol), 2-iodobenzoic acid (2.4 mmol), and K2CO3 (4 mmol). The tube was evacuated and backfilled with argon three times before anhydrous DMSO (4.0 mL) was added via syringe (NOTE: for liquid substrates, they were added into the tube via syringe after the tube was backfilled with argon). The mixture was sealed and stirred at 80 C for 24 h. The mixture was diluted with EtOAc, washed with water, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated in vacuo and the residue was treated with 4M HCl/1,4-dioxane (1.2 mL) at 80 C. After the starting material was completely consumed, the solution was cooled and diluted with EtOAc. The resultant mixture was washed with water and dried over anhydrous sodium sulfate. After the solution was concentratedin vacuo, the residue was purified by flash chromatography to afford the corresponding indole.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei; Tetrahedron; vol. 76; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 1133123-02-0, name is 4-Bromo-2-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. Quality Control of 4-Bromo-2-iodobenzoic acid

To 4-bromo-2-iodobenzoic acid (9.0 g, 27.53 mmol) in methanol (50 mL) is added concentrated sulphuric acid (10 mL) and the reaction mixture is stirred for 90 minutes at 80 C. The reaction mixture is poured onto ice water, sodium hydrogen carbonate is added until a pH value of 7 is reached and the reaction mixture is extracted with ethyl acetate. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Yield 95%.

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); 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 1133123-02-0 as follows. Computed Properties of C7H4BrIO2

General procedure: A sealed tube was charged with CuCl (0.02 mmol), BFMO (0.02 mmol), N-protected N-alkenylhydrazine (2.0 mmol), 2-iodobenzoic acid (2.4 mmol), and K2CO3 (4 mmol). The tube was evacuated and backfilled with argon three times before anhydrous DMSO (4.0 mL) was added via syringe (NOTE: for liquid substrates, they were added into the tube via syringe after the tube was backfilled with argon). The mixture was sealed and stirred at 80 C for 24 h. The mixture was diluted with EtOAc, washed with water, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated in vacuo and the residue was treated with 4M HCl/1,4-dioxane (1.2 mL) at 80 C. After the starting material was completely consumed, the solution was cooled and diluted with EtOAc. The resultant mixture was washed with water and dried over anhydrous sodium sulfate. After the solution was concentratedin vacuo, the residue was purified by flash chromatography to afford the corresponding indole.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei; Tetrahedron; vol. 76; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com