Month: January 2021

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. 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4BrIO

3.11 g (10 mmol) of 5-bromo-2-iodobenzaldehyde, 1.44 g (10 mmol) of 8-aminoquinoline, 0.23 g (0.25 mmol) of Pd2(dba)3, 0.28 g (0.5 mmol) of dppf, and 2.76 g (20 mmol) of K2CO3 were dissolved in 250 mL of toluene, and then, the mixture was stirred at a temperature of 80 C. for 24 hours. The reaction solution was cooled to ambient temperature, immediately filtered through silica, and the filtrate was dried under reduced pressure. Then, 2.66 g (20 mmol) of AlCl3 was added thereto and dissolved in 300 mL of toluene, followed by stirring at 80 C. for 24 hours. The reaction solution was cooled to ambient temperature, and then subjected to an extraction process three times by using 60 mL of water and 60 mL of diethyl ether. An organic layer obtained therefrom was dried by using magnesium sulfate and the residual obtained by evaporating a solvent therefrom was separation-purified by silica gel column chromatography to obtain 1.23 g (yield: 40%) of Intermediate 3-1. The obtained compound was identified by LC-MS. C16H9BrN2;M+1 309.16

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; SAMSUNG DISPLAY CO., LTD.; Sim, Munki; Park, Junha; Lee, Hyoyoung; Kim, Youngkook; Hwang, Seokhwan; (121 pag.)US2019/44072; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 68507-19-7, name is 3-Iodo-4-methoxybenzoic 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 68507-19-7, Formula: C8H7IO3

PyBop (675mg, 1.297mmol) and DIPEA (0.3mL) was added to a 0C solution of diamine (127mg, 1.174mmol) and acid (360mg,.1.295mmol) in DMF (3.0mL) under nitrogen. The solution was slowly warmed to room temperature. After 24 hours, the reaction solution was poured into saturated aqueous NaHC03 (20mL) and extracted with EtOAc (2x20mL). The organic layer was washed with brine(2x20mL), dried over MgSO,, filtered and concentrated. The crude solid was purified on a Combiflash Rf using Si02 with CH2CI2/MeOH to afford 367mg (85%) of amide product as a white solid. A suspension of the amide (294mg, 0.779mmol) in AcOH (8.0mL) was heated to reflux. After 24 hours, the solution was cooled to room temperature and concentrated in vacuo to a tan solid. The crude solid was purified via Combiflash Rf using Si02 with CH2CI2/Me0H to afford 2-(3-iodo-4-methoxyphenyl)- 1 H-benzo[d]imidazole (193mg, 69%) as a colorless solid.

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; REGENTS OF THE UNIVERSITY OF MINNESOTA; HARRIS, Reuben S.; HARKI, Daniel A.; PERKINS-HARKI, Angela L.; CARPENTER, Michael A.; LI, Ming; WO2013/74059; (2013); A2;,
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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H10I2

Sodium hydride (12 g, 52 mmol) was suspended in tetrahydrofuran (200 mL) under argon and warmed to 35 C. Methyl 2-(4-bromophenyl)acetate (26 mmol) in tetrahydrofuran added drop wise to reaction over 1 hour. The reaction mixture was then kept at this temperature for 1 hour until all gas evolution has ceased. The 1,5-diiodopentane (17 g, 52 mmol) was then added drop wise as a solution in tetrahydrofuran (100 mL) and the reaction mixture stirred at 35 C. for a further hour and at ambient temperature overnight. After this time, the reaction mixture was cooled to 0 C. and quenched by the addition of dry silica, filtered and the solvent removed under vacuum. The crude product was then purified by flash chromatography eluding with 33% ethyl acetate in heptane to give methyl 1-(4-bromophenyl)cyclohexanecarboxylate (15.3 g, 99% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3): delta ppm 7.45-7.38 (m, 2H), 7.27-7.24 (m, 2H), 3.63 (s, 3H), 2.43 (d, J=13.3 Hz, 2H), 1.71-0.80 (m, 8H) ppm.

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; pfizer Inc; US2010/197591; (2010); 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. 2468-56-6, name is 6-Iodohex-1-yne, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

Lithium bis(trimethylsilyl)amide (1 M in hexane, 20 mL) is added dropwise to a solution of phenylacetic acid methyl ester (2.73 g, 18.2 mmol) in dried tetrahydrofuran (40 mL) at -78 C. After 1 h, the reaction mixture is warmed to 0 C., and 5-hexyn-1-iodide (4.16 g, 20 mmol) in dried tetrahydrofuran (5 mL) is added dropwise to the solution. After stirring at 0 C. for 1.5 h, the reaction mixture is quenched with water washed, with a saturated ammonium chloride solution, and extracted with diethyl ether. The organic layers are combined and dried over anhydrous magnesium sulfate to give 4.17 g of alkyne-functionalized ester.

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 2468-56-6.

Reference:
Patent; Vision Global Holdings Ltd.; WONG, Bing Lou; WAI, Norman Fung Man; KWOK, Sui Yi; WONG, Man Kin; MAN, Cornelia Wing Yin; US2014/335018; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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. Recommanded Product: 4-Chloro-2-fluoro-6-iodoaniline

In a 350 mL glass pressure vessel with a threaded Teflon cap, 4-chloro-2-fluoro-6-iodoaniline (3.25 g, 12.0 mmol), CuI (30 mg, 0.16 mmol), and Pd(PPh3)2Cl2 (0.101 g, 0.144 mmol) were taken up in 165 mL triethylamine and cooled to -78 C. Propyne (2.7 mL, 1.9 g, 48 mmol) was condensed into a graduated cylinder and added to the reaction vessel. The vessel was then capped, the cooling bath removed, and the reaction mixture allowed to stir while warming to room temperature overnight behind a safety shield. Removal of the triethylamine by evaporation gave a crude material that was purified by flash chromatography over silica gel (1-10% ethyl acetate in hexanes) to give pure product (2.00 g, 91% yield): 1H NMR (CHLOROFORM-d) delta 7.00-7.04 (m, 1H), 6.95 (dd, J=10.6, 2.3 Hz, 1H), 4.18 (br. s., 2H), 2.13 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 216393-67-8, its application will become more common.

Reference:
Patent; Wyeth, LLC; US2011/105509; (2011); 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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Chloro-5-iodobenzoic acid

6.3. Synthesis of 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene A 2L three-necked round bottom flask with mechanical stirrer, rubber septum with temperature probe and pressure-equalized addition funnel with gas bubbler was charged with 2-chloro-5-iodobenzoic acid (199.41 g, 0.706 mol), dichloromethane (1.2 L, KF=0.003 wt % water) and the suspension was set stirring at ambient temperature. Then N,N-dimethylformamide (0.6 mL, 1.1 mol %) was added followed by oxalyl chloride (63 mL, 0.722 mol, 1.02 equiv) which was added over 11 min. The reaction was allowed to stir at ambient overnight and became a solution. After 18.75 hours, additional oxalyl chloride (6 mL, 0.069 mol, 0.10 equiv) was added to consume unreacted starting material. After 2 hours, the reaction mixture was concentrated in vacuo to afford crude 2-chloro-5-iodobenzoyl chloride as a pale yellow foam which will be carried forward to the next step.

According to the analysis of related databases, 19094-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEN, Jinling; NYAMWEYA, Nasser N.; ONG, Kenneth K. H.; US2012/172320; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 16932-44-8,Some common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, molecular formula is C8H9IO2, 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: An argon-filled flask wasadd the respective aryl halide (1.0 mmol), CuI (20 mg, 0.1 mmol, 10 mol%), L3(37 mg, 0.1 mmol, 10 mol%), KOH (168 mg, 3 mmol), thiol (1.5 mmol) and glycerol(10 mL). The contents were then stirred at 100 C for 24 h. After that, themixture was cool to room temperature, diluted with ethyl acetate (20 mL) and washedwith saturated NaCl solution (3 x 20 mL). The organic layer was separated,dried over MgSO4 and concentrated under vacuum. The crude productwas purified by flash chromatography on silica gel using hexane /ethyl acetateas eluent

The synthetic route of 16932-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cargnelutti, Roberta; Lang, Ernesto S.; Schumacher, Ricardo F.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5218 – 5222;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 175278-30-5, 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. 175278-30-5, name is 4-Bromo-2-ethyl-1-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example R: Preparation of 4-bromo-2-ethylbenzaldehydeTo a solution of 4-bromo-2-ethyl-1-iodobenzene (75 g, 0.24 mol) in tetrahydrofuran (375 ml) at – 75 0C is added n-butyl lithium (1.6 M in hexanes, 196 ml, 0.31 mol) dropwise, maintaining the temperature of the reaction mixture below -70 ¡ãC. When the addition is complete the mixture is stirred at -75 0C for an additional 30 minutes and then lambda/,lambda/-dimethylformamide (70.7 g, 0.97 mol) is added dropwise. After the addition is complete the reaction is stirred at -75 ¡ãC for 2 hours, then allowed to warm to room temperature for 2 hours. The mixture is cooled in an ice bath and acidified with 0.5 N aqueous hydrochloric acid. The mixture is extracted with ethyl acetate (3 x 500 ml) and the organic fractions are combined, washed with brine, and dried over anhydrous sodium sulphate. The mixture is filtered and the filtrate is evaporated under reduced pressure. The residue is purified by column chromatography on silica gel to give 4-bromo-2- ethylbenzaldehyde (48 g) as an 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, 4-Bromo-2-ethyl-1-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WO2009/74314; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 128140-82-9, 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. 128140-82-9, name is 1-(Difluoromethoxy)-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step a) 1-(Difluoromethoxy)-4-(phenylethynyl)benzene Into a mixture of ethynylbenzene (1.9 g, 18.5 mmol), 1-(difluoromethoxy)-4-iodobenzene (5 g, 18.5 mmol), N,N-dimethylformamide (35 mL), and triethylamine (12.8 mL, 92.6 mmol) was introduced anhydrous argon for 5 minutes. Then, copper(I) iodide (1.85 mmol, 351 mg) and dichlorobis(triphenylphosphine)palladium(II) (1.11, 0.71 g) were added into the mixture and the new mixture was stirred at 60 C. for 3 hours. The mixture cooled to room temperature, poured into water and extracted with ethyl ether. The organic extracts were dried over MgSO4. Evaporation and purification on silica gel (ISCO) using hexanes/EtOAc (100/1) as the eluding solvent, gave 1-(difluoromethoxy)-4-(phenylethynyl)benzene as a clear oil (3.45 g, 76% yield). MS m/e M+ 244; 1H NMR (400 MHz, DMSO-d6) delta 7.2 (d, J=8.78 Hz, 2H), 7.28-7.45 (m, 4H), 7.5-7.55 (m, 2H), 7.6 (d, J=7.78 Hz, 2H).

The chemical industry reduces the impact on the environment during synthesis 1-(Difluoromethoxy)-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2007/72925; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add 0.95 Kg of iodoacetonitrile and 500 g of anhydrous calcium fluoride to a 3-liter reaction flask at room temperature, add 600 ml of 3-pentanone, turn on the electric stirrer and start Heating, the temperature rose to 100 C, reaction 2.5h.2. After the above reaction, cool to 52 C, install the distillation unit, raise the temperature to 110 C, distillation, and the liquid bottle is cooled with dry ice until no liquid flows out. The product yield was 95.7% and the purity reached 96.6%.3. The above product was placed in a 500 ml single-necked flask and distilled at 120 C under normal pressure to collect 78-80 C fractions. The vial was cooled with an acetone bath to give a mixture of fluoroacetonitrile having a purity of 99.8%

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

Reference:
Patent; BSAZ BIOTECH (HANGZHOU) CO.LTD.; Wang, zheming; Yang, yewei; Jiang, shikun; (5 pag.)CN104230753; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com