Month: December 2020

Application of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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: Step 1: 3-{[1-(6,7-dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-3,4-dihydroquinazolin-2(1H)-one (50 mg, 0.12 mmol) obtained by the method described in Chemical & Pharmaceutical Bulletin 1990, 38(6), 1591, copper(I) iodide (22 mg, 0.12 mmol), trans-1,2-cyclohexanediamine (13 mg, 0.12 mmol), 3-iodobenzonitrile (53 mg, 0.23 mmol) and tripotassium phosphate (49 mg, 0.23 mmol) were stirred in 1,4-dioxane (1.0 mL) at 100 C. for 5 hours. To the reaction mixture, a saturated aqueous sodium bicarbonate solution was added, and the resulting mixture was extracted with ethyl acetate. The organic layer was treated with diatomaceous earth and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (a chloroform/methanol mixed solvent), whereby the title Compound 6 (51 mg, yield: 82%) was obtained. ESI-MS m/z: 535 (M+H)+, 1H-NMR (300 MHz, CDCl3, delta): 8.66 (s, 1H), 7.73-7.59 (m, 4H), 7.24 (s, 1H), 7.16-7.00 (m, 4H), 6.17 (d, J=8.4 Hz, 1H), 4.62 (s, 2H), 4.24-4.14 (br m, 2H), 4.02 (s, 3H), 3.98 (s, 3H), 3.47 (d, J=7.3 Hz, 2H), 3.10-3.06 (br m, 2H), 2.18-2.10 (m, 1H), 1.93-1.90 (m, 2H), 1.62-1.54 (m, 2H)

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; ISHIDA, Hiroshi; MOTOSAWA, Keiichi; MIURA, Yusuke; NAKAI, Ryuichiro; OKADA, Ryoko; TAKAHASHI, Yuichi; (45 pag.)US2016/168125; (2016); A1;,
Iodide – Wikipedia,
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Electric Literature of 17024-12-3, The chemical industry reduces the impact on the environment during synthesis 17024-12-3, name is 9-Iodophenanthrene, I believe this compound will play a more active role in future production and life.

10261] Into an 80-mE flask were put 3.27 g (17 mmol) of3-chlorobenzamidine hydrochloride, 5.2 g (17 mmol) of 9-io- dophenanthren, 0.31 g (1.6 mmol) of copper iodide, 16 g (49 mmol) of cesium carbonate, 0.29 g (3.3 mmol) of N,N-dimethylethylenediamine, and 80 mE of dimethylformamide (DMF), and the air in the flask was replaced with nitrogen. The mixture in the flask was stirred at 1000 C. for 21 hours. Then, 0.31 g (1.6 mmol) of copper iodide and 0.29 g (3.3 mmol) of N,N-dimethylethylenediamine were added, and the mixture was stirred at 110 C. for 8.5 hours. The resulting solution was subjected to suction filtration, and the obtained solid was washed with toluene. The obtained filtrate was washed with water, and the organic layer was washed with saturated saline. Magnesium sulfate was added to the organic layer for drying, and the resulting mixture was subjected to gravity filtration to give a filtrate. The filtrate was condensed to obtain an objective substance (a brown oily substance, at a yield of 50%). The synthesis scheme of Step 1 is shown in (a-i).

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

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; HARA, Tomoka; INOUE, Hideko; TAKAHASHI, Tatsuyoshi; HAMADA, Takao; SEO, Satoshi; (60 pag.)US2016/190479; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, molecular formula is C7H6BrIO, 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: 1-Bromo-4-iodo-2-methoxybenzene

Step 2: ethyl 2-(4-bromo-3-methoxyphenyl)cyclohex-1-ene-1-carboxylate To a solution of the product from Step 1, ethyl 2-{[(trifluoromethyl)sulfonyl]oxy}cyclohex-1-ene-1-carboxylate (6.65 g, 22.0 mmol) in dioxane (125 mL) was added potassium carbonate (4.56 g, 33.0 mmol), PPh3 (0.346 g, 1.32 mmol), bis(pinacolato)diboron (6.15 g, 24.20 mmol), and PdCl2(PPh3)2 (0.463 g, 0.66 mmol). The mixture was then heated to 80 C. overnight. This solution was then cooled to r.t. and added to a mixture of 1-bromo-4-iodo-2-methoxybenzene (6.86 g, 21.92 mmol), PdCl2(dppf) (0.481 g, 0.657 mmol), potassium carbonate (9.09 g, 65.7 mmol). This mixture was then heated to 80 C. overnight. The mixture was then cooled to r.t., diluted with EtOAc (300 mL) and washed with brine and aqueous KHSO4. The organic layer was then dried over Na2SO4 and the solvent was removed in vacuo. The crude material was then purified on silica (100% DCM) to give impure product which was repurified on silica (gradient elution, 5-20% EtOAc/hexanes) to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 755027-18-0, its application will become more common.

Reference:
Patent; Harper, Steven; Summa, Vincenzo; Liverton, Nigel J.; McCauley, John A.; Butcher, John W.; Di Filippo, Marcello; Di Francesco, Maria Emilia; Ferrara, Marco; Romano, Joseph J.; Rudd, Michael T.; US2010/183551; (2010); A1;,
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 260355-20-2 as follows. SDS of cas: 260355-20-2

General procedure: reaction vial (8 ml) was charged with benzoazine (0.10 mmol, 1.0 equiv.), template-MeCN (0.10 mmol, 1.0 equiv.) and 0.2 ml dichloromethane. The mixture was stirred for 5 min at room temperature, and then concentrated in vacuo. Pd(OAc)2 (2.2 mg,10 mumol, 10 mol%), Ac-Gly-OH (2.3 mg, 20 mumol, 20 mol%), aryl iodide (0.3 mmol,3 equiv.), AgOAc (50 mg, 0.30 mmol, 3.0 equiv.), Ag2CO3 (27.6 mg, 0.1 mmol,1.0 equiv.), NBE-CO2Me (22.8 mg, 0.15 mmol, 1.5 equiv.) and HFIP (1.5 ml) were added. The reaction vial was sealed and allowed to stir at 80 C for 18 h. The reaction mixture was cooled to room temperature. Then a solution of DMAP (36.7 mg, 0.3 mmol, 3 equiv.) in toluene (1.5 ml) was added. The mixture was stirred at 80 C for 15 min. The reaction mixture was cooled to room temperatureand diluted with EtOAc. The mixture was filtered through a short pad of celite and eluted with EtOAc (2 ¡Á 2 ml). The filtrate was evaporated under reduced pressure. (If the product release was not complete, a solution of DMAP (18.4 mg,0.15 mmol, 1.5 equiv.) in toluene (1.5 ml) was added; the solution was then stirredat 80 C for 15 min and then concentrated.) Purification by preparative thin-layer chromatography afforded the title compound

According to the analysis of related databases, 260355-20-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bay, Katherine L.; Chen, Xiangyang; Houk, Kendall N.; Lu, Yi; Shi, Hang; Tanaka, Keita; Verma, Pritha; Weng, Jiang; Yu, Jin-Quan; Nature Chemistry; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Disulfide 18 (82 mg, 0.105 mmol) was treated with NaBH4 (15 mg, 0.39 mmol) in dry DMF (1 mL) for 10 min before a solution of 35 (34 mg, 0.104 mmol) in dry DMF (1 mL) was added. The reaction mixture was stirred at room temperature for 1 h and then diluted with mildly acidic H2O. The aqueous phase was extracted four times with CH2Cl2 before the combined organic phases were concentrated in vacuo. The residue was dissolved in EtOAc and washed five times with H2O. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (EtOAc/CH2Cl2 1:2) to afford 6 as white solid (24 mg, 27%): Rf: 0.24 (EtOAc/CH2Cl2 1:2); 1H NMR (400 MHz, CDCl3): deltaH 5.87 (s, 1H, H22), 4.98 (dd, 1H, J17,21a 1.6 Hz, Jgem 18.0 Hz, H21a), 4.80 (dd, 1H, J17,21b 1.6 Hz, Jgem 18.0 Hz, H21b), 3.60 (t, 2H, J24,25 7.0 Hz, H25), 3.25 (br s, 1H, H3), 2.77 (m, 1H, H17), 2.67 (t, 2H, J24,25 7.0 Hz, H24), 2.12 (m, 2H), 1.90-1.17 (m, 19H), 0.94 (s, 3H, CH3), 0.86 (s, 3H, CH3); 13C NMR (100 MHz, CDCl3): deltaC 174.7 (C20, C23), 117.8 (C22), 85.7 (C14), 73.6 (C21), 70.9 (C25), 51.0, 49.7 (C13, C17), 44.0, 42.0, 40.1, 37.2, 36.1, 35.7, 33.3, 31.8, 31.3, 30.9, 27.0, 26.9, 26.2, 23.8, 21.7, 21.2, 15.9; HRMS (ES): Calcd for C50H74O7S2Na 873.4773, found 873.4814.

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-2-(2-iodoethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jensen, Marie; Schmidt, Steffen; Fedosova, Natalya U.; Mollenhauer, Jan; Jensen, Henrik H.; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2407 – 2417;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 39998-81-7, These common heterocyclic compound, 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, 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.

2-Fluoro-4-iodobenzoic acid, m.p. 213-215 C. (dec) is similarly prepared from 2-fluoro-4-iodotoluene.

Statistics shows that 2-Fluoro-4-iodo-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 39998-81-7.

Reference:
Patent; The Trustees of Princeton University; US4889859; (1989); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13421-00-6,Some common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-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.

Borane-dimethylsulfide complex (3.7 mL, 38.9 mmol) was added slowly to a cold (0C) solution of 5-chloro-2-iodo-benzoic acid (10 g, 35.4 mmol) in THF (20 mL). The reaction mixture was allowed to warm to rt, stirred for 8 h, quenched by addition of a saturated aqueous solution of ammonium chloride, and extracted with EtOAc. The organic layer was dried (Na2S04), filtered, and concentrated to provide 9.5 g of the title compound. tR: 4.72 min (HPLC 2); Rf= 0.66 (hexane/EtOAc, 7:3).

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-iodobenzoic acid, its application will become more common.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; MAH, Robert; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/80141; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 608-28-6, name is 2-Iodo-1,3-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 608-28-6, Computed Properties of C8H9I

General procedure: The aryl iodide (1.0 mmol), boronic acid (2.0 mmol), PEPPSI-IPr (0.03 mmol), and Cs2CO3 (2.5 mmol) were placed into a 10 mL glass sleeve fitted with a rubber septum. The sleeve was then evacuated and backfilled with CO(g) three times. Dioxane (5.0 mL) was added, and the mixture was sparged with CO(g) for 2 min. The rubber septum was then removed, and the glass sleeve was quickly sealed in a stainless steel pressure reactor. The reactor was evacuated and backfilled with CO(g) (three cycles, 60 psi). The reactor was heated at 140 C (oil bath) with stirring for 24 h at 60 psi of CO(g). The reaction mixture was filtered through a pad of Celite, washing with EtOAc. The filtrate was washed with H2O (20 mL), brine (20 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. The crude residue was purified by flash column chromatography, eluting with the indicated solvent to afford the product benzophenone.

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; O’Keefe, B. Michael; Simmons, Nicholas; Martin, Stephen F.; Tetrahedron; vol. 67; 24; (2011); p. 4344 – 4351;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 13194-68-8, name is 4-Iodo-2-methylaniline, 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 13194-68-8, HPLC of Formula: C7H8IN

A suspension of 4,5,6-trifluoro-isophthalic acid (1.03 g, 4.68 mmol) in freshly distilled THF (20 mL) at -78 C under nitrogen is treated with 2.0 equivalents of freshly prepared 1 M LiHMDS solution (HMDS, 2.07 mL, 9.83 mmol; n-butyllithium, 3.5 mL, 9.36 mmol) in THF. In a second flask is suspended 4-iodo-2-methylaniline (1.09 g, 4.68 mmol) in 20 mL of freshly distilled THF, cooled to -78 C. under nitrogen and treated with 2.0 equiv. of freshly prepared 1M LiHMDS solution (HMDS, 2.07 mL, 9.83 mmol; n-butyllithium, 3.5 mL, 9.36 mmol) in THF. After both solutions stirred for 30 minutes at -78 C., the benzoic acid solution was cannula transferred into the aniline solution and allowed to slowly warm to room temperature. After stirring for 4 hours, the reaction mixture was poured into 200 mL of a saturated HCl diethyl ether solution affording a white precipitate. The solid is filtered off and the remaining filtrate is collected and concentrated in vacuo affording 4,5-fluoro-6-(4-iodo-2-methyl-phenylamino)-isophthalic acid (1.55 g, 77%).

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-Iodo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Biwersi, Cathlin; Tecle, Haile; Warmus, Joseph Scott; US2003/225076; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 116632-41-8, name is 2-Chloro-5-iodotoluene, 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 116632-41-8, Product Details of 116632-41-8

Example 47A 2-(4-Chloro-3-methylphenyl)malononitrile A solution of malononitrile (1.79 mL, 28.4 mmol) in THF (6 mL) was added dropwise over 25 minutes to a vigorously stirred, ice-cooled suspension of NaH (60% dispersion in mineral oil, 1.70 g, 42.6 mmol) in THF (40 mL) under a nitrogen atmosphere. The resulting slurry was allowed to warm to room temperature. Meanwhile tris(dibenzylideneacetone)dipalladium(0) (167 mg, 0.182 mmol) and 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (151 mg, 0.36 mmol) were combined in THF (5 mL) and warmed to 60 C. for 10 minutes, then cooled to room temperature. This solution and 2-chloro-5-iodotoluene (3.66 g, 14.2 mmol) were added to the malononitrile solution with THF (40 mL) rinse, and the grey mixture was heated at reflux under nitrogen for 37 hours, then cooled to room temperature and concentrated under vacuum. Water (50 mL) was added to the residue and the mixture was extracted with CH2Cl2 (2*40 mL). The aqueous phase (pH ~10) was made acidic (pH ~3) by addition of 10% HCl (10 mL) and extracted again with CH2Cl2 (2*40 mL). The combined organic extract was concentrated and the residual red-brown oily residue was purified by flash chromatography (silica gel, eluted with hexanes-EtOAc, 90:10-70:30) to provide the title compound as a tan solid. 1H NMR (300 MHz, CDCl3) delta ppm 2.44 (s, 3H) 5.00 (s, 1H) 7.27 (dd, J=8.1, 2.4 Hz, 1H) 7.37 (d, J=2.4 Hz, 1H) 7.47 (d, J=8.1 Hz, 1H).

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-Chloro-5-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; US2012/122888; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com