Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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 31599-61-8, Application In Synthesis of 4-Iodo-1,2-dimethylbenzene

General procedure: To a stirred solution of aryl halide (1 mmol) in 2.5 mL heptane were added the alkene (1.5 mmol) and the internal standard (unde-cane, 0.3 mmol). An aqueous solution (2.5 mL) containing ligand 1or 2 (0.1 mmol), Na2PdCl4(0.005 mmol) and NaHCO3(1.5 mmol)was then added. The reaction mixture was heated at 100C for 18 h.The reaction mixture was cooled to room temperature. Once the organic phase has been recovered, the aqueous phase was washed twice with diethyl ether (2 × 2 mL). The combined organic phases were dried over anhydrous MgSO4 and heptane was removed under vacuum. The residue was purified by chromatography over a silica gel column. Elution with 10% ethyl acetate – heptane gave the expected bisaryl products as colorless oils.

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:
Article; Potier, Jonathan; Menuel, Stephane; Rousseau, Jolanta; Tumkevicius, Sigitas; Hapiot, Frederic; Monflier, Eric; Applied Catalysis A: General; vol. 479; (2014); p. 1 – 8;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 103962-05-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 103962-05-6 name is 1-Iodo-4-(trifluoromethoxy)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 14 Preparation of 3-(4-nitrophenethyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C41) To a 100 mL flask were added 3-(4-nitrophenethyl)-1H-1,2,4-triazole (C38) (6.50 g, 29.8 mmol), potassium carbonate (8.23 g, 59.6 mmol), and copper(I) chloride (0.590 g, 5.96 mmol). The flask was sealed and placed under inert atmosphere, then N,N-dimethylformamide (99 mL), N1,N2-dimethylethane-1,2-diamine (1.28 mL, 11.9 mmol), and 1-iodo-4-(trifluoromethoxy)benzene (6.99 mL, 44.7 mmol) were added. The reaction mixture was stirred in a heating block warmed to 100 C., overnight. The reaction mixture was cooled to room temperature and poured into brine solution. The aqueous layer was extracted with ethyl acetate (3*100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated. The resulting residue was purified by flash chromatography using 0-70% ethyl acetate/hexanes as eluent to provide the title compound (8.97 g, 79%): 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.21-8.07 (m, 2H), 7.99-7.87 (m, 2H), 7.55 (dd, J=8.8, 1.8 Hz, 4H), 3.20 (dd, J=8.2, 6.2 Hz, 2H), 3.15-3.04 (m, 2H); 19F NMR (376 MHz, DMSO-d6) delta -57.06; 13C NMR (101 MHz, DMSO-d6) delta 163.73, 149.34, 146.85, 145.93, 142.91, 135.61, 129.69, 123.81, 123.30, 122.46, 121.26, 120.76, 118.71, 116.14, 32.94, 28.62; ESIMS m/z 379 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-4-(trifluoromethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 42860-04-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 42860-04-8 name is 4-Chloro-3-iodobenzoic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a 1 L oven dried flask was added 225 mL of dry DMF, 9 niL of phenyl acetylene, 77 mL of DIEA, and 25 gm of 4- Chloro-3-iodo benzoic acid. The mixture was degassed by bubbling 10 psi N2 gas through a canula needle for 25 minutes. 2.02 gm of Pd2dba3 and 338 mg Of (O-ToIyI)3P were added and the resulting mixture stirred for 69 hours a 65 °C. The solution was cooled and 500 mL of saturated Na2S2O5 was added and shaken vigorously in a separatory funnel. The water portion was removed and a gelatinous film remained in the flask after pouring off of the organic layer. The organic layer was filtered through coarse filter paper into a 4 L Erlenmeyer flask to remove the remaining polymeric material and left to stand for 8 hours. No additional precipitation was observed. To the organic solution was added one liter of water followed by 500 mL of sodium metabisulfite. Precipitation of the product was observed and the solution cooled in an ice bath for an additional 2 hours. The precipitated solids were collected by filteration in a funnel and washed (3 x 500 mL) with ice water. The solids were dried over night under vacuum. 58.7 gm of large opaque crystals were recovered. The crystals were dissolved in 1 L of ethyl acetate (EtOAc) in a separatory funnel, washed (3 x brine, 3 x H2O), and dried with Na2SO4 for 1 hour. The solution was filtered and the solvent removed by rotary evaporatoration. Over night drying under vacuum resulted provided 18.57 g of product as plate like crystals (81.7percent yield). 1H NMR 400 MHz DMSO-d6: deltaH 11.52 (IH s), 7.88-7.20 (8H m); MS (ES”) m/z 256 (M-H); HPLC (214 nm), rt 4.94 min, 99.8percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; PROPHARMACON, INC.; WO2006/22955; (2006); 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. 696-41-3, name is 3-Iodobenzaldehyde, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: Typical procedure for one-pot synthesis of alpha-aminophosphonates: A mixture of nitro compound (1.0 mmol), aldehyde (1.0 mmol), DEP (1.0 mmol), and sodium dithionite (1.0 mmol) in DMSO (1.0 mL) were stirred at 120 C for the appropriate amount of time (3-4 h). After completion of the reaction as indicated by the TLC and LCMS, the reaction mixture was poured into water (5 mL), and then extracted with ethyl acetate (2 10 mL). The combined organic extracts were washed with saturated brine solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by recrystallization from diethyl ether (solid products) or purified by column chromatography using silica gel (100-200 mesh size) and eluting with hexane/ethyl acetate of increasing polarity to obtain the pure compound. When the above reaction was performed with 5-nitrobenzofuran (entry 16 in Table 2), the double bond between 2 and 3 carbons gets reduced by the sodium dithionite.

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; Kolli, Murali Krishna; Elamathi, Palani; Chandrasekar, Govindasamy; Katta, Vishweshwar Rao; Balvantsinh Raolji, Gajendrasinh; Synthetic Communications; vol. 48; 6; (2018); p. 638 – 649;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 450412-29-0, 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. 450412-29-0, name is 1-Bromo-3-fluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

200 g (664 mmol) of 1-bromo-3-fluoro-2-iodoben- zene, 101 g (664 mmol) of 2-methoxyphenylboronic acid and 137.5 g (997 mmol) of sodium tetraborate are dissolved in 1000 ml of THF and 600 ml of water, and degassed. 9.3 g (13.3 mmol) of bis(triphenylphosphine)palladium(II) chloride and 1 g (20 mmol) of hydrazinium hydroxide are added. The reaction mixture is then stirred under a protective gas atmosphere at 70 C. for 48 h. The cooled solution is supplemented with toluene, washed repeatedly with water, dried and concentrated. The product is purified via colunm chromatography on silica gel with toluene/heptane (1:2). Yield: 155 g (553 mmol), 83% of theory.

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, 1-Bromo-3-fluoro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; PARHAM, Amir Hossain; EBERLE, Thomas; JATSCH, Anja; GROSSMANN, Tobias; KROEBER, Jonas Valentin; MONTENEGRO, Elvira; JOOSTEN, Dominik; WERN, Caroline; (238 pag.)US2019/119260; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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: 6940-76-7

A reaction flask was charged with 6-fluoro-7-methyl-3,4- dihydro-1H-quinolin-2-one (0.150 g, 0.84 mmol) in dry DMF (1 mE) under N2. NaH (60% in oil, 0.038 g, 0.92 mmol) was added and stirred at it for 30 mm. Then 3-chioro- 1-iodopropane (0.13 1 g, 0.84 mmol) was added followed by stirring at rt for 20 h. The reaction mixture was quenchedwith water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude material was dissolved in MeCN (2 mE) followed by addition of 4-propoxypiperidine (0.086 g, 0.6 mmol), Nal (0.150 g, 1.0 mmol), and K2C03 (0.138 g, 1.0 mmol) and shaken at 50 C. for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by cation exchange CC followed by flash CC (Si02 EtOAc) to give the title compound (107EH93-2) (0.171 g, total yield 56%). ?H NMR (CH3OD) oe 7.00 (d, J=6.4 Hz, 1H), 6.87 (d, J=9.2 Hz, 1H), 3.94 (brt, J=7.2 Hz, 2H), 3.39 (t, J=6.6 Hz, 2H), 3.35-3.26 (m, 1H), 2.85-2.70 (m, 4H), 2.58-2.51 (m, 2H), 2.39 (brt, 7.4 Hz, 2H), 2.24 (d, J=1.6 Hz, 3H), 2.21-2.12 (m, 2H), 1.92-1.75 (m, 4 H), 1.62-1.48 (m, 4H), 0.91 (t, J=7.4 Hz); ?3C NMR (CH3OD) oe171.0, 157.1 (d, J=241), 135.2 (d, J=3 Hz), 126.5 (d, J=8 Hz), 123.2 (d, J=18 Hz), 118.1 (d, J=5 Hz), 114.3 (d, J=24 Hz), 74.6, 69.5, 55.4, 51.0, 40.4, 31.5, 30.9, 24.7, 24.5, 23.2, 13.5 (br), 10.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-76-7, its application will become more common.

Reference:
Patent; ACADIA PHARMACEUTICALS, INC.; Skjaerbaek, Niels; Koch, Kristian Norup; Friberg, Bo Lennart Mikael; Tolf, Bo-Ragnar; (70 pag.)US9522906; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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 mixture of 2-chloro-5-iodobenzoic acid (5.0 g, 17.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.90 g, 19.5 mmol) in DCM was added diisopropylamine (3.4 mL, 19.5 mmol). When everything went into solution, 1,3-dicyclohexylcarbodiimide (3.65 g, 17.7 mmol) was added and a white precipitate formed. TLC showed the starting material to be consumed and the reaction mixture was diluted with diethyl ether. The white solid was filtered and washed thoroughly with diethyl ether. The filtrate was concentrated and purified by column chromatography (10-15% EtOAc and hexanes) to give 4.68 g (81%) of the desired product. 1H NMR (400 MHz, d6-DMSO) delta 7.80-7.74 (m, 2H), 7.28 (d, J=8.4 Hz, 1H), 3.42 (s, 3H), 3.24 (s, 3H).

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuntz, Kevin Wayne; Emerson, Holly Kathleen; Cheung, Mui; Badiang, Jennifer Gabriel; US2009/326029; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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. Product Details of 811842-30-5

To a solution of 2-bromo-1-fluoro-4-iodobenzene 16-a (3.3 g, 11.0 mmol) in toluene (5.5 ml) was added (2-methylpyrimidin-5-yl)methanol 4-a (1.5 g, 12.1 mmol), 1,10- phenanthroline (396 mg, 2.2 mmol), copper (I) iodide (209 mg, 1.1 mmol), and cesium carbonate (5.0 g, 15.4 mmol). The reaction was stirred at 110C for 2 days, and then cooled to room temperature, diluted with ethyl acetate, and filtered over celite. A saturated aqueous solution of ammonium chloride was added to the filtrate, the organic layer was separated, and the aqueous phase was extracted twice with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography provided Intermediate 16-b as a yellow solid.

The synthetic route of 2-Bromo-1-fluoro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/77866; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6828-35-9,Some common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, molecular formula is C6H5ClIN, 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 2-iodoaniline (1.000 g, 4.57 mmol) in THF (15 mL) and i-Pr2NH (3.20 mL, 22.83 mmol) were added 1-bromo-2-ethynylbenzene 5g (1.16 g, 5.48 mmol), PdCl2(PPh3)2 (0.048 g, 0.068 mmol,1.5 mol%), and CuI (0.026 g, 0.136 mmol, 3 mol%). The mixture wasstirred at r.t. under N2 for 2 h. After completion of the reaction, the mixture was extracted with NH4Cl (0.5 M) and EtOAc (3 ×). The combined organic phases were dried (Na2SO4) and evaporated. The residue was purified by column chromatography (petroleum ether/EtOAc, 80:20) to give 6g as a brown oil; yield: 1.205 g (87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-2-iodoaniline, its application will become more common.

Reference:
Article; Rode, Navnath D.; Arcadi, Antonio; Chiarini, Marco; Marinelli, Fabio; Synthesis; vol. 49; 11; (2017); p. 2501 – 2512;,
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. 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

Formic acid (300 ml) was charged in a dry 1000 ml flask fitted with a dropping funnel, stir bar, thermometer and a gas inlet. The acid was cooled on an ice bath under a nitrogen blanket and acetic anhydride (144.8 g, 1.418 mol) was added drop wise at a rate so that the temperature did not exceed 2.5 C. After complete addition, the ice bath was removed and the temperature was allowed to reach 10 C. The mixture was again ice cooled and 5-amino-N,N’-bis(2,3-dihydroxypropyl)-2,4,6- triiodo-isophthalamide (100 g, 141.8 mmol) was added over 5 minutes and the mixture was left stirring over night while attaining ambient temperature. The mixture was evaporated to dryness and methanol (300 ml) and water (300 ml) was added. 2 M potassium hydroxide was added until all material was in solution and a stable pH 12.5 was attained. The methanol was removed in vacuo. The mixture was neutralized with 4 M HCI and a slow precipitation started. 300 ml water was added and the product was precipitated over night.The precipitate was collected and rinsed with a small amount of water and dried on filter to a moist cake and further dried in vacuo to yield 84.8 g ( 81.5 %) of N,N’-bis-(2,3-dihydroxy-propyl)-5-formylamino-2,4,6-triiodo-isophthalamide.

The synthetic route of 76801-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GE Healthcare Ekushey Sales Cap; Thaning, Mikkel; (47 pag.)JP5830589; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com