Category: 2974-94-9

These common heterocyclic compound, 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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. HPLC of Formula: C12H9IO

Example 9 1-(2-{[3-(4-Phenoxyphenyl)-2-propynyl]oxy}ethyl)-1H-imidazo[4,5-c]quinolin-4-amine Using the general method of Example 7, 1-[2-(2-propynyloxy)ethyl]-1H-imidazo[4,5-c]quinolin-4-amine (0.50 g, 1.88 mmol) was reacted with 4-iodophenyl phenyl ether (0.78 g, 2.63 mmol). The crude product was purified by column chromatography eluding with 95/5 dichloromethane/methanol to provide a solid. The solid was slurried with aqueous sodium hydroxide to remove salts and then purified by column chromatography eluding with 9/1 ethyl acetate/methanol to provide a solid. This material was further purified by column chromatography eluding with 99/1 ethyl acetate/methanol to provide 24 mg of 1-(2-{[3-(4-phenoxyphenyl)-2-propynyl]oxy}ethyl)-1H-imidazo[4,5-c]quinolin-4-amine as a solid, m.p. 146-148 C. Analysis. Calculated for C27H22N4O2.(H2O)4/5: %C, 72.24; %H, 5.30; %N, 12.48. Found: %C, 71.82; %H, 4.85; %N, 12.35. 1H NMR (300 MHz, DMSO-d6) delta 8.18 (s, 1H), 8.12 (d, J=7.4 Hz, 1H), 7.62 (d, J=7.7 Hz, 1H), 7.41-7.47 (m, 3H), 7.18-7.27 (m, 4H), 7.06 (dd, J=7.6, 1.0 Hz, 2H), 6.90 (dd, J=6.7 Hz, 2H), 6.71 (s, 2H), 4.85 (t, J=5.1 Hz, 2H), 4.37 (s, 2H), 4.02 (t, J5.0 Hz, 2H); IR (KBr) 3444, 3070, 2928, 1500, 1230, cm-1; HRMS (EI) Calculated for C27H22N4O2 (M+) 434.1743, found 434.1748.

The synthetic route of 1-Iodo-4-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3M Innovative Properties Company; US6677348; (2004); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2974-94-9, 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. 2974-94-9 name is 1-Iodo-4-phenoxybenzene, 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.

Compound 4: 25 mL reaction flask was charged with 4-phenoxyiodobenzene (0.5 mmol), 3-ethoxyphenylboronic acid (0.75 mmol), sodium carbonate (1.0 mmol), and cesium hydroxide monohydrate (2.5 mmol), sodium iodide (0.25 mmol), pivalic acid (0.75 mmol), chloroform (1.5 mmol) and ethylene glycol (2.0 g). Reacted at 120 C for 24 h. Cool to room temperature, extract, the solvent was evaporated under reduced pressure and then purified by column chromatography to yield a yield of 92%.

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

Reference:
Patent; Nanjing Normal University; Han Wei; Xu Fangning; (15 pag.)CN108774122; (2018); A;,
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. 2974-94-9, name is 1-Iodo-4-phenoxybenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

General procedure: A 10 mL flask was charged with a magnetic stir bar, CuI (19 mg,10 mol%), L2 (86 mg, 20 mol%), Cs2CO3 (651 mg, 2 mmol) and solid aryl iodides (1.0 mmol). The tube was evacuated and backfilled with argon (this procedure was repeated three times). Under a counter flow of Argon, DMSO (1.0 mL), 1.0 mmol aryl iodides (if liquid), 0.9 mL (12.0 mmol) aqueous ammonia (28%) were added by syringe slowly. The reaction mixture was allowed to stir under argon at room temperature for 24 h. Then the mixture was diluted with 30 ml dichloromethane and passed through a fritted glass filter, the filter cake being further washed with 15 ml dichloromethane, dried over Na2SO4, filtered and the most solvent was removed under vacuum. The residue was purified by column chromatography on silica gel with an eluent of petroleum ether and ethyl acetate.

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; Chen, Dong; Dong, Xinrui; Jiang, Shang; Jiang, Sheng; Qiu, Yatao; Wu, Xiaoxing; Tetrahedron Letters; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2974-94-9,Some common heterocyclic compound, 2974-94-9, name is 1-Iodo-4-phenoxybenzene, molecular formula is C12H9IO, 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.

Example 3A (R)-3-(4-phenoxyphenoxy)quinuclidine 3-(R)-Hydroxy-quinuclidine (the product of Reference Example 1, 152 mg, 1.2 mmol), was coupled with 1-iodo-4-phenoxy-benzene (178 mg, 0.6 mmol) according to the procedure of Example 3A. The title product was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:1, Rf. 0.20) as oil (25 mg, yield, 14%). 1H NMR (MeOH-d4, 300 MHz) delta 1.45-1.58 (m, 1H), 1.64-1.85 (m, 2H), 2.00-2.15 (m, 1H), 2.20-2.30 (m, 1H), 2.70-3.10 (m, 5H), 3.34-3.40 (m, 1H), 4.52 (m, 1H), 6.83-6.98 (m, 6H), 7.03 (tt, J=7.5, 1.0 Hz, 1H), 7.30 (t, J=7.5 Hz, 2H) ppm. MS (DCl/NH3) m/z 296 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-phenoxybenzene, its application will become more common.

Reference:
Patent; Abbott Laboratories; US2005/137226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2974-94-9, These common heterocyclic compound, 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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.

Example 2A 3-(4-phenoxyphenoxy)quinuclidine 3-Hydroxy quinuclidine (Aldrich, 254 mg, 2 mmol) was treated with 1-iodo-4-phenoxy-benzene (Aldrich, 296 mg, 1 mmol), Cul (Strem Chemicals, 19 mg, 0.1 mmol), 1,10-phenanthroline (Aldrich, 36 mg, 0.2 mmol), and Cs2CO3 (660 mg, 2.0 mmol) in toluene (anhydrous, Aldrich, 10 mL) and heated at 110 C. for two days. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (2*10 mL). The organic phase was concentrated and the title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3H2O, 90:10:1, Rf. 0.20) as oil (220 mg, yield, 75%). 1H NMR (MeOH-d4, 300 MHz) delta 1.45-1.58 (m, 1H), 1.64-1.85 (m, 2H), 2.00-2.15 (m, 1H), 2.20-2.30 (m, 1H), 2.70-3.10 (m, 5H), 3.34-3.40 (m, 1H), 4.52 (m, 1H), 6.83-6.98 (m, 6H), 7.03 (tt, J=7.5, 1.0 Hz, 1H), 7.20-7.41 (m, 2H) ppm. MS (DCl/NH3) m/z 296 (M+H)+.

Statistics shows that 1-Iodo-4-phenoxybenzene is playing an increasingly important role. we look forward to future research findings about 2974-94-9.

Adding a certain compound to certain chemical reactions, such as: 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2974-94-9, HPLC of Formula: C12H9IO

Example 356: 3-[1-(4-phenoxyphenyl)-3-(2-phenylethyl)-1H-indol-5-yl]propanoic acid 2-amino-2-(hydroxymethyl)propane-1,3-diol salt (1:1); Step 1; To a solution of the compound obtained at Example 142 (15.30 g) in toluene (76 ml) were added 4-iododiphenyl ether (28.18 g), copper(I) iodide (1.944 g), N,N’-dimethylethylenediamine (3.420 g) and tripotassium phosphate (21.186 g), and the mixture was heated and stirred at 92C for 5 hours. The reaction mixture was allowed to cool, then silica gel (15.3 g) was used to filter off the insolubles and the solvent was distilled off from the filtrate in vacuo to afford a crude product of ethyl 3-[1-(4-phenoxyphenyl)-3-(2-phenylethyl)-1H-indol-5-yl]propanoate.

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-Iodo-4-phenoxybenzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2974-94-9, Quality Control of 1-Iodo-4-phenoxybenzene

Preparation IX N-(4-phenoxyphenyl)phenylalanine A mixture of 2.17 g (7.3 mmol) of 4-phenoxyiodobenzene, 1.02 g (6.2 mmol) of phenylalanine, 0.48 g of bis(tri-o-tolylpalladium) dichloride, 125 mg of cuprous iodide, 240 mg of benzyltriethylammonium chloride and 876 mg of potassium carbonate in 12 ml of dimethylformamide, 1.2 ml of water and 2.4 ml of triethylamine is prepared. This reaction medium is stirred at 100 C. for 24 h and then cooled. 50 ml of toluene are added and the mixture is concentrated under reduced pressure. The residue is taken up with 40 ml of ethyl acetate and 40 ml of water and the mixture is acidified to pH 2. The precipitate formed is filtered off, washed with 10 ml of water and 5 ml of ethyl acetate and then dried to give 640 mg of the expected product in the form of a fine gray solid (yield=30%). M.p.=194 C.

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; Binet, Jean; Boubia, Benaissa; Chaput, Evelyne; Edgar, Alan; Ou, Khan; Ratel, Philippe; Samreth, Soth; Thomas, Didier; US2006/25589; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2974-94-9, Product Details of 2974-94-9

270.1 g (2.0 mol) of 4-aminopyrazolo[3,4-d]pyrimidine and 295.9 g (1.0 mol) of 4-iododiphenyl ether were added to 1 L of DMSO.Thereafter, 448.8 g (4.0 mol) of potassium t-butoxide was added. After the addition was completed, the mixture was purged with nitrogen, heated to 120 C, and reacted for 24 hours.Upon completion of the HPLC, the end of the reaction was completed when the 4-iododiphenyl ether was consumed.After cooling to room temperature, 5 L of methyl tert-butyl ether was added, followed by 3 washes with 5 L of water.The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure, the residue was purified by column chromatography on a conventional crude product obtained was recrystallized using DMF solvent to give3-(4-Phenoxyphenyl)-4-amino-1H-pyrazolo[3,4-d]pyrimidine (248.5 g, 82%, HPLC purity: 99.7%).

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; Haimen Hui Ju Pharmaceutical Co., Ltd.; Li Yanjie; Qiu Xiaolong; Zou Ping; Hu Lin; Chen Jun; Cao Lei; (7 pag.)CN109134474; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com