Category: iodides-buliding-blocks

Some common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, molecular formula is C8H7IO2, 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. 610-97-9

General procedure: To a solution of the corresponding aryl iodide (0.01 mol) in EtOAc (50 mL), activated Cu85 (2.5 g, 0.04 mol) was added and the solvent was removed under vacuum.? A reflux condenser was connected and the mixture was heated for 30 min at 205-220 C, under N2 atm, with stirring. The mixture was allowed to cool under N2 atm. EtOAc (100 mL) was added and the mixture was vigorously stirred at rt under N2 atm until a fine suspension was obtained. The suspension was filtered through a sintered glass pad and washed with EtOAc (250 mL, in portions) until absence of product (checked by TLC in the mother liquors). The solvent was removed under vacuum and the compound was purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 610-97-9, its application will become more common.

Reference:
Article; Sagrera, Gabriel; Bertucci, Ana; Vazquez, Alvaro; Seoane, Gustavo; Bioorganic and Medicinal Chemistry; vol. 19; 10; (2011); p. 3060 – 3073;,
Iodide – Wikipedia,
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The chemical industry reduces the impact on the environment during synthesis 627-32-7, name is 3-Iodo-1-propanol, I believe this compound will play a more active role in future production and life. 627-32-7

Example 31 Synthesis of OS-1-CA Conjugate 48 (FIG. 24) Compound 46 To a solution of oseltamivir carboxylic acid N-Boc derivative (64, 60 mg, 0.16 mmol) in MeOH (0.5 mL) was added KOH (6.87 mg, 0.17 mmol). The mixture was stirred at room temperature for 30 min, and then concentrated under reduced pressure. The residue was dissolved in DMF (0.5 mL), and then added 3-iodo-1-propanol (17 mL, 0.19 mmol). After stirring at 50 C. for 4 h, the mixture was evaporated under reduced pressure. The residues was dissolved in CH2Cl2 (10 mL) and extracted with 1 M HCl and brine, dried over MgSO4, concentrated under reduced pressure, and purified by flash silica gel column chromatography (EtOAc/hexane, 2:1) to afford compound 65 (50 mg, 72%). C22H38N2O7; white solid; mp 93-95 C.; TLC (EtOAc/n-hexane, 2:1) Rf=0.31; [alpha]D22=-81.9 (c=1.0, CH2Cl2); IR (film) 3309, 2964, 2935, 2878, 1686, 1536, 1458, 1392, 1368, 1295, 1255, 1172, 1057 cm; 1H NMR (400 MHz, CDCl3) delta 6.77 (1H, s), 5.88 (1H, d, J=8.8 Hz), 5.11 (1H, d, J=9.6 Hz), 4.28-4.31 (2H, m), 4.01-4.08 (1H, m), 3.95 (1H, d, J=7.2 Hz), 3.73-3.82 (1H, m), 3.70 (2H, t, J=6.0 Hz), 3.30-3.34 (1H, m), 2.72 (1H, dd, J=17.6, 5.2 Hz), 2.26 (1H, dd, J=18.0, 10.0 Hz), 1.97 (3H, s), 1.87-1.93 (2H, m), 1.47-1.57 (4H, m), 1.41 (9H, s), 0.85-0.91 (6H, m); 13C NMR (100 MHz, CDCl3) delta 170.9, 165.9, 156.2, 138.1, 128.8, 82.3, 79.5, 75.8, 61.8, 58.6, 54.6, 49.3, 31.5, 30.9, 28.4 (3*), 26.2, 25.7, 23.3, 9.7, 9.3; HRMS calcd for C22H39N2O7: 443.2757, found: m/z 443.2753 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 627-32-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Academia Sinica; Wong, Chi-Huey; Fang, Jim-Min; Liu, Kung-Cheng; Jan, Jia-Tsrong; Cheng, Yih-Shyun E.; Cheng, Ting-Jen R.; US2013/274229; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

645-00-1, The chemical industry reduces the impact on the environment during synthesis 645-00-1, name is 1-Iodo-3-nitrobenzene, I believe this compound will play a more active role in future production and life.

General procedure: The mixture of nitroarenes (1.0 mmol), freshly prepared NaBH4(5.0 mmol), and 10 mL of EtOH/H2O (v/v 1:1) were added inSchlenk tube and stirred for 2 min at room temperature. Then, AgNPs(at)CMC-AG-Pct (1.5 mmol) was added in reaction media andstirred for designated time. The catalytic reduction studies were monitored using UVeVis spectroscopy. After the catalytic reductions,Ag NPs(at)CMC-AG-Pct was separated by centrifugationfrom reaction media, and the obtained filtrate was extracted withethyl acetate for three times and then dried over anhydrous magnesiumsulfate. Finally, organic solvent was evaporated to obtaindesired reduced products.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-nitrobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Baran, Talat; Journal of Molecular Structure; vol. 1182; (2019); p. 213 – 218;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 1878-94-0, name is 2-(4-Iodophenoxy)acetic acid, I believe this compound will play a more active role in future production and life. 1878-94-0

General procedure: Synthetic methods of compounds L1-8 were similar with eachother, we took the synthetic method of the compound L1 for example.A mixture of obtained compound 2 (2 mmol, 0.61 g), phenoxyaceticacid (6 mmol, 0.91 g) and phosphorus oxychloride (15 mL)were added to a 25 mL single-necked flask, then the reaction mixturewas heated to 106 C and refluxed for 7 h. The solvent wasremoved under vacuum distillation and cooled at room temperature.Then the residue was poured into ice-water mixture(400 mL) under stirring. The pH value of the mixture was adjustedto 7-8 with diluted NaOH solution. Then the precipitated solid wasseparated by suction filtration, and washed with water to be neutral.The crude product was dried and added to anhydrous ethanol(100 mL), heated to boiling and separated by suction filtration,purified by washing thoroughly with anhydrous ethanol and driedin vacuum to give the title product L1.

The chemical industry reduces the impact on the environment during synthesis 1878-94-0. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yan, Dong; Xiang, Yu; Li, Kangyun; Chen, Yanwen; Yang, Zehui; Guo, Dongcai; Journal of Molecular Structure; vol. 1074; (2014); p. 487 – 495;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

64248-58-4, These common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-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.

A. Methyl 1-(3,4-difluorophenyl)-indole-5-carboxylate, 24c. A mixture of methyl indole-5-carboxylate 24a (2 g, 11.4 mmol), 1-iodo-3,4-difluoro-benzene 24b (1.5 mL, 12.5 mmol), CuI (0.22 g, 1.14 mmol), trans-N,N’-dimethylcyclohexane-1,2-diamine (0.54 mL, 3.43 mmol), and K3PO4 (6.06 g, 28.5 mmol) in toluene (12 mL) was heated at 110 C. for 7 hours. The reaction mixture was diluted with CH2Cl2 and filtered. The solution was concentrated and the residue was purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give 24c (3.0 g).

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 64248-58-4.

Reference:
Patent; Connolly, Peter J.; Macielag, Mark J.; Zhu, Bin; US2012/58986; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 645-00-1, name is 1-Iodo-3-nitrobenzene, 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 645-00-1. 645-00-1

General procedure: Into a reaction glass vial fitted with a magnetic stirring bar anda septum cap penetrated with a syringe needle was added theCo3O4/NGrC-catalyst (2 mol%, 3 wt% Co-phenanthroline oncarbon, 20 mg) followed by the nitro arene (0.5 mmol), theinternal standard (hexadecane, 100 muL), THF (2 mL), and H2O(200 muL). The reaction vial was then placed into a 300 mL autoclave.The autoclave was flushed twice with nitrogen, pressurized with CO at 30 bar pressure. Finally, the autoclave was usedat 60 bar by adding nitrogen and placed into an aluminiumblock, which was preheated at 125 C. After 24 h the autoclavewas placed into a water bath and cooled to r.t. Finally, theremaining gas was discharged, and the samples were removedfrom the autoclave, diluted with EtOAc and analyzed by GC. Todetermine the yield of isolated products, the general procedurewas scaled up by the factor of two, and no internal standard wasadded. After the reaction was completed, the catalyst was filteredoff, and the filtrate was concentrated and purified by silicagel column chromatography (n-heptane-EtOAc mixtures) togive the corresponding anilines.

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 1-Iodo-3-nitrobenzene.

Reference:
Article; Westerhaus, Felix A.; Sorribes, Ivn; Wienhoefer, Gerrit; Junge, Kathrin; Beller, Matthias; Synlett; vol. 26; 3; (2015); p. 313 – 317;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

4028-63-1, Adding some certain compound to certain chemical reactions, such as: 4028-63-1, name is 2,4,6-Trimethyliodobenzene, 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 4028-63-1.

General procedure: A 10 mL flask equipped with a Teflon valve was charged with a magnetic stir bar, CuI (2 mg, 1molpercent), Heteroarylamine (1.5 mmol), KOtBu (224 mg, 2.0 mmol), solid aryl halides (1.0 mmol). The tube was evacuated and backfilled with argon. Under a counter flow of argon, dioxane (1.5mL), aryl halides (1.0 mmol, if liquid) were added by syringe. The tube was sealed. The reaction mixture was allowed to stir at 110 ¡ãC (X=I) or 130 ¡ãC (X= Br) for 24 h. Then the mixture was cooled to room temperature and added 5.0 mL brine. Subsequently, the mixture was extracted with ethyl acetate. The organic layers were collected, dried over Na2SO4, filtered and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel.

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 4028-63-1.

Reference:
Article; Wang, Deping; Kuang, Daizhi; Zhang, Fuxing; Liu, Yang; Ning, Shunhua; Tetrahedron Letters; vol. 55; 51; (2014); p. 7121 – 7123;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, molecular formula is C8H7IO2, 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. 610-97-9.

To a solution of methyl 2-iodobenzoate in a 2:1 mixture of drytetrahydrofuran/triethylamine was added Pd(PPh3)4 (6 mol %) followed by CuI (3mol %) and propargyl alcohol (3 equiv), under argon atmosphere. The above solutionwas stirred at 40 C and the reaction progress was monitored by TLC. After completion,the reaction mixture was concentrated in vacuo and the crude residue was purifiedthrough flash column chromatography to obtain the cross-coupled products

The synthetic route of Methyl 2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Bin; Shi, Bing-Feng; Synlett; vol. 27; 16; (2016); p. 2396 – 2400;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 624-75-9, name is 2-Iodoacetonitrile, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 624-75-9

j181j To a mixture of 5-bromo-2-isopropyl-4-methoxy-phenol from step 4 (0.831 g, 3.4 mmol) and K2C03 (0.562 g, 4.1 mmol) in 17 mL dimethyl formamide (DMF) was added iodoacetonitrile (0.594 g, 3.6 mmol). The mixture was warmed to 60 C for 30 minutes and then allowed to cool to room temperature. After cooling to room temperature the mixture was taken up in 50 mL of H20 and extracted with 1:1 toluene/ethyl acetate, washed with H20 and then with brine. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo to give a crude solid. Purification via flash chromatography (1:1 hexane/CH2C12) afforded (5-bromo-2-isopropyl-4-methoxy-phenoxy)-acetonitrile (0.611 g, 63%) as a while solid.

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, 624-75-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AFFERENT PHARMACEUTICALS, INC.; FORD, Anthony P.; PATON, Julian; (86 pag.)WO2016/4358; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic 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 19094-56-5, 19094-56-5

A 2 L 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 (1.2L, 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 18.75hours, 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.

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

Reference:
Patent; Goodwin, Nicole Cathleen; Harrison, Bryce Alden; Iimura, Shinya; Mabon, Ross; Song, Qiuling; Wu, Wenxue; Yan, Jie; Zhang, Haiming; Zhao, Matthew Mangzhu; US2009/30198; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com