Category: 188815-32-9

Electric Literature of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-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.

To a solution of 3-bromo-5-iodo-benzoic acid (D7) (50 g, 153 mmol, 1 equiv) in CH2CI2 (500 ML) was added 1- (3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (30.8 g, 160 mmol, 1.05 equiv), DMAP (14 g, 114 mmol, 0.75 equiv) and TERT BUTANOL (90 ML, 917 mmol, 6 equiv). The resulting mixture was stirred at room temperature for 48 h. DMAP (4.67 g, 38 mmol, 0.25 equiv) was then added and the solution was stirred for another 24 h then concentrated in vacuo. The residue was dissolved in AcOEt and washed sequentially with 2N aqueous HCI solution, 1 N aqueous NAOH solution and brine, dried over MGS04 and concentrated in vacuo to give 3-bromo-5-iodo-benzoic acid tert-butyl ester (D8b) (50.6 g, 86%) as a brown solid.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 188815-32-9, 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. 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4.539; 3-(5 -Chloropyridin-2-ylV 5-f 1 -hydroxy- 1 -methylethylVN- U 1 R )- 1 – 1 -oxido-6- f trifluoromethyl)pyridin-3 -yl] ethyl I benzamide; Step A: methyl 3-bromo-5-iodobenzoate; To a suspension of 3-bromo-5-iodobenzoic acid (993 g, 3.04 mol) in methanol (6.0 L) was added hydrochloric acid (37%; 20.0 mL, 244 mmol). The mixture was heated to 70 0C. After 72 h, the mixture was cooled to ambient temperature. Dichloromethane (2.5 L) was added and the mixture was partially concentrated. The suspension was filtered and the filtered cake was washed with cold methanol to give the title compound as a white solid (846 g)-

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2009/58298; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-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.

INTERMEDIATE 9; 2′-Fluoro-5-formyl-N-isopropyl-4′-methylbiphenyl-3-carboxamide; Step A: Methyl 3-bromo-5-iodo-benzoate; Methanol (50 mL) was added into a solution of 3-bromo-5-iodo-benzoic acid (25 g) in 2MHCl/ether (100 mL). The reaction mixture was then stirred at room temperature for 18 hrs. The solution was dried down under reduced pressure. The residue was then re-dissolved in ethyl ether (300 mL). The ether solution was washed with sat. Na2CO3 (3×200 mL), and water (3×200 mL). The organic layer was dried with sodium sulfate and evaporated to dryness to give the crude product. The crude product was then purified through a short silica column (eluted with 20% EtOAc/hexane) to give pure compound by TLC.

The synthetic route of 188815-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/58298; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, 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 188815-32-9, Safety of 3-Bromo-5-iodobenzoic acid

To a solution of 3-bromo-5-iodobenzoic acid (53, 500 mg, 1.53 mmol) in methanol (7.5 mL) was added dropwise thionyl chloride (1.1 mL, 2.18 g, 18.35 mmol) at 0 C, and then this reaction mixture was stirred at room temperature for 15 h. After being neutralized with saturated NaHCCb solution on the ice bath, the mixture was extracted with ethyl acetate (20 mL x2). The combined organic layer was washed with brine, dried over MgS04, filtered and evaporated under reduced pressure to afford compound 54 (498 mg, 96%) as a white solid; NMR (400 MHz, CDCb) d 8.32 (t, J =1.40 Hz, 1H), 8.15 (t, J =1.58 Hz, 1H), 8.06 (t, J =1.64 Hz, 1H), 3.95 (s, 3H); MS (ESI, m/z) 340.9, 342.9 [M+l]+; ESI-HRMS calcd. m/z for C8H702I79Br 340.8674, found 340.8672 [M+l]+.

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; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; JACOBSON, Kenneth A.; YU, Jinha; CIANCETTA, Antonella; WEN, Zhiwei; JUNG, Young-Hwan; (124 pag.)WO2019/157417; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., Product Details of 188815-32-9

A round bottom flask was charged with 3-bromo-5-iodo-benzoic acid (8.00 g, 24.5 mmol) and methanol (50 mL). Thionyl chloride (5.36 mL, 73.4 mmol) was slowly added and the reaction mixture was heated at 65 C for Ih. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate and washed with aq. NaHCO3. Removal of the solvent under reduced pressure gave the product as a white solid.

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; RENOVIS, INC.; WEI, Zhi-Liang; GOWLUGARI, Sumithra; KAUB, Carl; WANG, Zhan; CAO, Yeyu; KINCAID, John; WO2010/33168; (2010); A2;,
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 188815-32-9 as follows. COA of Formula: C7H4BrIO2

To a solution of 3-bromo-5-iodo-benzoic acid (commercially available from Avocado, 50g, 153 mmol, 1 equiv) in CH2CI2 (500 ml) was added 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (30.8 g, 160 mmol, 1.05 equiv), DMAP (14 g, 114 mmol, 0.75equiv) and fert-butanol (90 ml, 917 mmol, 6 equiv). The resulting mixture was stirred atroom temperature for 48 h. DMAP (4.67 g, 38 mmol, 0.25 equiv) was then added and thesolution was stirred for another 24 h then concentrated in vacua. The residue wasdissolved in AcOEt and washed sequentially with 2N aqueous HCI solution, 1N aqueousNaOH solution and brine, dried over MgSO4 and concentrated in vacua to give 1,1-dimethylethyl 3-bromo-5-iodobenzoate (D7) (50.6 g, 86%) as a brown solid which wasused in the next step without further purification.

According to the analysis of related databases, 188815-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/111022; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-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.

50.0 g (152.9 mmol) of 3-bromo-5-iodobenzoic acid was added to a 1.0 L flask and dissolved in 70 mL of chloroform under a nitrogen atmosphere.88.7 mL (1.22 mol) of thionyl chloride (SOCl2) was added, and the mixture was stirred under reflux for 18 hours. After the temperature was lowered to room temperature, the reaction solution was concentrated under reduced pressure to obtain 52.0 g (yield: 98.4%) of a yellow solid compound (Intermediate (6))

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

Reference:
Patent; WS Co.,Ltd.; Kim, Yoo Li; Koo, Cha Ryong; Oh, Yoo Jin; (30 pag.)KR101652323; (2016); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 188815-32-9

Example 50 Synthesis of 3-Bromo-5-hydroxy-benzoic acid; The title compound was made according to the method described in Org. Proc. Res. Dev. 2002, 6, 591-595. To 5- iodo-3-bromo-benzoic acid (500 mg, 1.53 mmol), NaOH (250 mg, 6.1 mmol), Cu20 (240 mg, 1.68 mmol) was added water (4.0 mL). The mixture was heated for 1.5 h at 140 C in a sealed tube. The cooled mixture was diluted with water and extracted with CH2Cl2. The aqueous layer was acidified (pH-2) with TFA and extracted with EtOAc. The organic layer was dried over Na2S04, filtered, concentrated and purified by reverse-phase HPLC to yield 3-bromo-5-hydroxy-benzoic acid. ?H NMR (400 MHz, DMSO-d6): 10.30 (s, 1H), 7.46 (m, 1H), 7.31 (m, 1H), 7.17 (m, 1H).

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; AMGEN INC.; WO2005/113494; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-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.

A mixture of 3-bromo-5-iodobenzoic acid (50g, 153mmol), 1- (3-dimethylaminopropyl)- ETHYLCARBODIIMIDE hydrochloride (30.8g, 153MMOL), 4-dimethylaminopyridine (18. 6g, 153MMOL) and t-butanol (69.4g, 90MOI, 153MMOL) in dichloromethane (500ml) was stirred at room temperature overnight. The reaction mixture was washed with 2MHCI and saturated NaHCO3 The organic phase was dried and evaporated to give the title compound as a light brown solid (48g, 85%). 1H NMR: (CDCI3) delta: 1.58 (9H, s), 7.99 (1 H, s), 8.05 (1 H, s), 8.22 (1 H, s).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/39753; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

188815-32-9, name is 3-Bromo-5-iodobenzoic acid, belongs to iodides-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. Recommanded Product: 3-Bromo-5-iodobenzoic acid

To a solution of 3-bromo-5-iodo-benzoic acid (D7) (14.6 g, 44.7 mmol, 1 equiv) in MEOH (150 ml) at 0 C was added SOCS (3.9 ML, 53.6 mmol, 1.2 equiv). The resulting solution was refluxed for 2 h, cooled to room temperature and concentrated in vacuo. The residue was diluted with AcOEt and washed twice with 2N aqueous NAOH solution then brine, dried over MGS04 and concentrated in vacuo to give 3-bromo-5-iodo-benzoic acid methyl ester (D8a) (14.8 g, 97%) as a pale brown solid.

The synthetic route of 188815-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com