Category: iodides-buliding-blocks

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

These common heterocyclic compound, 847685-01-2, name is 4,5-Difluoro-2-iodoaniline, 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. Formula: C6H4F2IN

General procedure: Pd(PPh3)2Cl2 (28 mg, 0.04 mmol), CuI (17 mg, 0.09 mmol) and Et3N (3 mL) were added to a stirred solution of 2-iodaniline 3 (1 mmol) and ethynylaniline 4 (1.3 mmol) in MeCN (12 mL) at r.t. in an argon atmosphere. The reaction mixture was stirred at 60 C for 4 h and allowed to cool to r.t. Then, the mixture was diluted with CH2Cl2 (10 mL), poured into H2O (40 mL) and extracted with CH2Cl2 (3¡Á50 mL). The combined organic layers were washed with H2O (30 mL) and dried (MgSO4). Evaporation of the solvent in vacuo yielded crude product 2 and a small amount of 9 that were separated and purified by preparative TLC.

The synthetic route of 4,5-Difluoro-2-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Politanskaya, Larisa V.; Shteingarts, Vitalij D.; Tretyakov, Evgeny V.; Journal of Fluorine Chemistry; vol. 188; (2016); p. 85 – 98;,
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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, A new synthetic method of this compound is introduced below., Formula: C8H9I

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography).

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:
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 21740-00-1

General procedure: In a 10 mL glass tube 2-iodobenzoic acid (1.0 mmol), acetamidine hydrochloride (1.2 mmol), CuCl2 (0.1 mmol), L2 (0.1 mmol), and NaOH (4.0 equiv.) and 3.0 mL water were placed. The vessel was then sealed with a septum and placed into the microwave cavity. Initial microwave irradiation of 120 W by using a CEM Discover microwave synthesizer was used at the room temperature for 20 min. The reaction mixture was stirred continuously during the reaction. After completion of the reaction, the solvent was removed in vacuo. The residue was purified by silica gel column chromatography to afford the corresponding product. All the products were confirmed by NMR and MS spectroscopic analysis.

According to the analysis of related databases, 21740-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ke, Fang; Liu, Caiqin; Zhang, Peng; Xu, Jianhua; Chen, Xiaole; Synthetic Communications; vol. 48; 24; (2018); p. 3089 – 3098;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 630384-36-0, name is Methyl 1-(4-iodophenyl)cyclopropanecarboxylate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 630384-36-0

Part A. 4-Iodophenylcyclopropyl acid, methyl ester (1.40 g, 4.63 mmol) was dissolved in DMF/H2O (1:2, v/v, 5 mL total) and K2CO3 (1.28 g, 9.26 mmol, 2 eq) and was added to a slurry of Pd(OAc)2 (2.08 g, 9.26 mmol, 2 eq) under CO atmosphere (1 atm). After overnight at rt, the mixture was quenched by diluting with EtOAc and H2O. The organic layer was washed with H2O (2*). The combined aqueous layers were acidified with conc. HCl, extracted with CH2Cl2 (3*), dried over MgSO4, filtered, and concentrated under vacuum overnight to give 4-(1-methoxycarbonyl-cyclopropyl)-benzoic acid (0.987 g, yield: 97%). 1H NMR (acetone-d6) delta 7.95 (d, J=8.1 Hz, 2H), 7.46 (d, J=8.1 Hz, 2H), 3.55 (s, 3H), 1.55 (m, 2H), 1.22 (m, 2H) ppm.

The synthetic route of 630384-36-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qiao, Jennifer X.; Pinto, Donald J.; US2004/266761; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 3058-39-7, name is 4-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Iodobenzonitrile

General procedure: Styrene (1.4mmol) was added to a stirring mixture of arylhalide (1.0 mmol), K2CO3(1.5 mmol), nano-pd catalyst(1.5mol%), TBAB (0.5mmol) in DMF (3.0mL) and thenthe reaction mixture was heated at 130 C for the appropriatetime. The mixture was cooled down to room temperatureand the catalyst was isolated using an externalmagnet. Then, the residue was diluted with H2O(10.0mL)and extracted with EtOAc (10 ¡Á 3). The combined organicphases were combined and dried over anhydrous Na2SO4.Concentration of the mixture and column chromatographyon silica gel afforded the desired cross-coupling productsin high yield.

The synthetic route of 3058-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khalili, Dariush; Banazadeh, Ali Reza; Etemadi-Davan, Elham; Catalysis Letters; vol. 147; 10; (2017); p. 2674 – 2687;,
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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodo-1,3-dimethylbenzene

Add 0.2 mmol of potassium carbonate,0.005 mmol of tris (dibenzylideneacetone) dipalladium,1,3-bis (diphenylphosphine) propane 0.02mmol,18-crown-6-ether 0.1mmol,1,3-dimethyl-2-iodobenzene 0.1 mmol,1-fluoro-4- (pent-1-yn-1-yl) benzene 0.25 mmol and1 mL of N, N-dimethylformamide was added to a 15 mL reaction tube,Fill with nitrogen repeatedly 10 times, stir at room temperature for 15min, add 0.5mmol of water,Then placed in a reaction tray at 100 C for 16 hours; cooled to room temperature, the reaction solution was diluted with ethyl acetate, washed with water, the organic phase was dried over anhydrous Na2SO4, filtered, concentrated, and purified by thin-layer chromatography to obtain 14.1 mg of the target product. Color oil, 51% yield.

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 608-28-6.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (12 pag.)CN110256184; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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. name: Methyl 5-bromo-2-iodobenzoate

Step1: The reactor was added 9- phenanthrene boronic acid (2.22g, 10mmol),Methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd(PPh3)4 (0.21 g, 0.18 mmol), K2CO3 solution (2.76 g, 20 mmol), 5 mL of deionized water,13 mL of toluene and 130 mL of tetrahydrofuran were stirred and refluxed for 12 hours. After the reaction was terminated,The organic layer was separated and distilled under reduced pressure.Through silica gel column purification, and dried to give intermediate 35-1 (2.86g, 73%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 181765-86-6, its application will become more common.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (23 pag.)CN109305943; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 612-55-5, These common heterocyclic compound, 612-55-5, name is 2-Iodonaphthalene, 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.

General procedure: A mixture of aryl halide (1.0 mmol), arylboronic acid (1.2 mmol), K2CO3 (2.0 mmol), DMF-H2O (3-3 ml), and n-dodecane (15-20 mg) as an internal GC standard and 0.5 mol% of catalyst was stirred at 80? C in air. Progress of the reaction was monitored by withdrawing the reaction mixtures periodically and analyzed by GC/GC-MS. GC yields were based on the amount of aryl halide employed. At the end of the reaction, the catalyst was separated by simple filtration. Filtrate was dried over Na2SO4, filtered, concentrated and the residue was purified by flash column chromatography on silica gel. The product was analyzed by GC-MS. All the prepared compounds are known and compared with authentic samples.

Statistics shows that 2-Iodonaphthalene is playing an increasingly important role. we look forward to future research findings about 612-55-5.

Reference:
Article; Islam, Sk. Manirul; Salam, Noor; Mondal, Paramita; Roy, Anupam Singha; Journal of Molecular Catalysis A: Chemical; vol. 366; (2013); p. 321 – 332;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., Computed Properties of C3H4F3I

General procedure: 2-Thioadenosine (300 mg, 1 mmol) was dissolved with stirring in 7.5 ml DMF. Sodium dithionite (750 mg) was added and the mixture was stirred for 30 min under Ar. The reaction mixture was cooled in ice, aqueous sodium hydroxide (50% (w/w) solution (240 mg, 3 mmol) was added, and after 10 min stirring the alkyl iodide (1.1 mmol) was added dropwise over 10 min. The cooling was removed, and after 1 h stirring at rt the reaction mixture was analyzed by LCMS. If unreacted starting material was present an additional amount of alkyl iodide (0.134 mmol, 0.2 eqv.) was added with ice cooling, and after 1 h stirring at room temperature the analysis was repeated. When no starting material was present the reaction mixture was diluted with 75 ml of water and after ca. 2 h stirring the crude product was collected by filtration and washed with water. This material was purifiedby column chromatography on silica gel using chloroform/methanol as eluent.

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:
Article; Yanachkov, Ivan B.; Chang, Hung; Yanachkova, Milka I.; Dix, Edward J.; Berny-Lang, Michelle A.; Gremmel, Thomas; Michelson, Alan D.; Wright, George E.; Frelinger, Andrew L.; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 204 – 218;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com