Category: iodides-buliding-blocks

Application of 2142-70-3, These common heterocyclic compound, 2142-70-3, name is 1-(2-Iodophenyl)ethanone, 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.

[283] To a solution of 1-(2-iodophenyl)ethanone (4.0 g, 16.3 mmol) in a mixed solvent of chloroform (50 mL) and ethyl acetate (50 mL) was added cupric bromide (7.26 g, 32.5 mmol). The resulted mixture was stirred at reflux for 3h, then cooled down to roomtemperature, filtered, the filter cake was washed with ethyl acetate (50 mL), the filtrate was concentrated, the residue was purified by flash chromatography (petroleum ether: ethyl acetate= 50:1) to afford 2-bromo-1-(2-iodophenyl) ethanone (4.65 g, yield: 88%) as a light yellow oil.[284] ?H NIVIR (400 IVIFIz, CDC13-d): 7.98 (d, J = 8.0 Hz, 1H), 7.47 (d, J = 8.0 Hz, 2H), 7.19-7.21 (m, 1 H), 4.47 (s, 2H).

The synthetic route of 2142-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO.,LTD.; LI, Qun; GAO, Daxin; (158 pag.)WO2016/131380; (2016); A1;,
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Related Products of 2265-91-0,Some common heterocyclic compound, 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, molecular formula is C6H3F2I, 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.

10297] To a stirred solution of 5-(but-i-yn-i-yl)-i-(tetra- hydro-2H-pyran-2-yl)-1H-indazole (0.4 g, 1.574 mmol, Example 1, Step-3) in 2-methyl THF (5 mE), was added bis(pinacolato)diboron (0.44 g, 1.732 mmol), tetrakis(triphenylphosphine)platinum(0) (14.6 mg, 0.0118 mmol) under nitrogen atmosphere, reaction mixture was heated at 90 C. for 5 h. Afier completion of reaction (monitored by TEC), reaction mixture was allowed to cool to 4 C. and tert-butyl (2-(4-iodophenoxy)ethyl)carbamate (571 mg, 1.574 mmol, Example 3, Step-2), bis(triphenylphosphine)palladium(II) dichloride (55 mg, 0.078 mmol), cesium carbonate (1.023 g, 3.140 mmol) and 2-methyl THF (5 mE) were added. This mixture was degassed with nitrogen and water (1.2 mE) was added. Reaction mixture was stirred at room temperature for 16 h. Afier completion of reaction (monitored by TEC), i,3-difluoro-5-iodobenzene (528 mg, 2.20 mmol) and 4M aqueous KOH (3 mE) were added and the mixture was degassed with nitrogen and heated at 70 C. for 5 h. Upon completion, the reaction mixture was filtered through a celite/silicagel pad and washed with EtOAc. The filtrate was washed with water, brine, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (2:8 EtOAc in n-hexane) to give title compound of Ex. 5 Step-i (500 mg, 54%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Difluoro-5-iodobenzene, its application will become more common.

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
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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. 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3ClFI

Preparation 9 IB: (2-Chloro-4-fluorophenyl)(3-fluoro-4-(pyrimidin-5-yl)pyridin-2- yl)methanoneTo a solution of 2-chloro-4-fluoro-l-iodobenzene (0.307 g, 1.199 mmol) in THF (Volume: 1.622 ml) cooled to -10 C was added isopropylmagnesium chloride, 2M in THF (0.699 ml, 1.399 mmol) in one portion. After 30 min, 3-fluoro-4-(pyrimidin-5- yl)picolinonitrile (0.200 g, 0.999 mmol) was added. The reaction mixture was stirred at -10 C for 30 min, then allowed to warm to room temperature and stirred overnight. Water and ice were carefully added, followed by acidification with 6 M HC1. After stirring for 1 hr, CH2C12 was added and the pH was adjusted to 8.5 with aqueous 4 M NaOH. The layers were separated. The aqueous phase was extracted with CH2CI2 (5X). Organics combined, dried over Na2S04, filtered, and concentrated to afford an orange residue. The crude material was dissolved in a minimal amount of CH2CI2 to be chromatographed. Purification of the crude material by silica gel chromatography using an ISCO machine (24 g column, 35 mL/min, 60-100% EtOAc in hexanes over 23 min, tr = 9 min) gave the title compound (0.029 g, 0.074 mmol, 7.44% yield) as an orange solid.

According to the analysis of related databases, 101335-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Iodide – Wikipedia,
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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. 25245-35-6, name is 2-Iodo-1,4-dimethoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H9IO2

(3) Compound C (20.21 g, 98.0 mmol) was dissolved in benzene (150 mL), and 2,5-dimethoxyiodobenzene (27.16 g, 102.9 mmol), Pd (PPh3) was sequentially added at -15 C. 2Cl2 (0.69 g, 0.98 mmol), CuI (0.93 g, 4.9 mmol) and DIPEA (40 mL, 391 mmol),Then it was raised to 20 C to 30 C and stirred for 4 h.The reaction was quenched with EtOAc EtOAc (EtOAc)The combined organic layers were washed with brine (30 mL)After concentration under reduced pressure, the mixture was separated by column chromatography (hexane: ethyl acetate = 16:1).25.16 g of compound D was obtained in a yield of 75%(Rf = 0.38, n-hexane: ethyl acetate = 8:1).Among them, the detection data of compound D is as follows:

The synthetic route of 25245-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing University Shenzhen Sheng Yuan; Shao Wenbin; Huang Jun; Guo Kai; Zhang Weibin; Gong Jianxian; Yang Zhen; (47 pag.)CN108484638; (2018); A;,
Iodide – Wikipedia,
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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 199786-58-8 as follows. Computed Properties of C7H6BrIO

A solution of oxalyl chloride (1.53 g, 0.012 mol) in CH2Cl2 (15 ML) was cooled to -70 C., and DMSO (1.41 g, 0.018 mol) in CH2Ck (15 ML) was added at -65 to -70 C. The mixture was stirred under nitrogen for 10 minutes at -70 C. and then treated with the product from Example 62B (2.35 g, 7.5 mmol) in 60 ML CH2Cl2.The slurry was stirred at -65 C. for 15 minutes and treated with triethylamine (3.8 g, 0.037 mol).The mixture was allowed to warm to -10 C. over 1 hour.The mixture was treated with 20 ML of water and allowed to warm to room temperature.The organic layer was separated and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 9.97 (s, 1H), 7.97 (d, J=4 Hz, 1H), 7.79 (d, J=8 Hz, 1H), 7.40 (dd, J=4, 8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 328.

According to the analysis of related databases, 199786-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
Iodide – Wikipedia,
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Related Products of 111771-08-5, A common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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.

W-Ethyl-2-fluoro-6-iodo-W-[(S)-1 -methyl-2-(5-trifluoromethyl-pyridin-2-yloxy)-ethyn (0350) (0351) D-1.1 (150 mg, 0.56 mmol) is dissolved in dry DCM (3.0 mL). Under stirring oxalylchloride (846 mg, 1 .13 mmol) and a drop of DMF are added and the mixture is stirred for 2 h. The mixture is concentrated and the residue is taken up with dry DCM (3.0 mL). The resulting mixture is added dropwise to a mixture of B-1 (145 mg, 0.51 mmol) and DIPEA (390 mu, 2.30 mmol) in DCM (4.0 mL) at 0C. The cold bath is removed and the mixture is stirred for 2 h. The crude product is diluted with DCM and washed with NH4CI (sat. solution), KHC03 (sat. solution) and water. The organic phase is dried and concentrated. The residue is purified by flash column chromatography (using a solvent gradient from 100% Cyclohexane to Cyclohexane/EA 65/35) to afford 160 mg of compound D-1. ESI-MS: 497 [M+H]+; HPLC (Rt): 1.21 min (Method P).

The synthetic route of 111771-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); A1;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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 112671-42-8, name: 4-Bromo-1-iodo-2-nitrobenzene

Under nitrogen atmosphere, 500mL three-necked round flask was added 32.8g (0.1mol) 4- bromo-1-iodo-2-nitrobenzene, 16.3g (0.12mol) 2- methyl-phenylboronic acid, 2.31g (2mol%) Pd (PPh 3) 4, and a mixture of100mL of toluene and 100mL of ethanol was added 35mL concentration 2molL sodium carbonatesolution, an oil-bath at 40-50 C the reaction was stirred for 2h, cooled, separated and the organic phase, afterthe organic phase washed with water 2-3 times and dried over anhydrous MgSO 4, the organic solvent wasremoved by rotary evaporation to give the crude product. Recrystallization from absolute ethanol to give theintermediate 4-bromo-1-(2-methylphenyl)-2-nitrobenzene25.9g. Yield 88.9%.

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; KUNSHAN VISIONOX DISPLAY?CO., LTD; Tsinghua University; BEIJING VISIONOX TECHNOLOGY CO.LTD; QIU, YONG; LIU, FEI; LI, YINKUI; (42 pag.)CN103183691; (2016); B;,
Iodide – Wikipedia,
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Synthetic Route of 696-41-3, These common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, 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: To a 10 mL glass tube aryl halide (1 mmol), K4FeCN6(0.6 mmol,220 mg), K2CO3(1.5 mmol, 207 mg), catalyst (10 mg), and 2 mL DMFwere added and mixture was stirred for appropriate reaction timeat 120C under argon atmosphere. The progress of the reactionwas monitored by GC analysis. After completion of the reaction,reaction mixture was washed with 5 mL water and crude productwas isolated using dichloromethane (5¡Á 1 mL). Organic extractswere combined together, evaporated and purified by flash chro-matography using hexane/EtOAc to give the desired aryl cyanideproducts.

The synthetic route of 696-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gholinejad, Mohammad; Aminianfar, Afsaneh; Journal of Molecular Catalysis A: Chemical; vol. 397; (2015); p. 106 – 113;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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 355-43-1, SDS of cas: 355-43-1

General procedure: A 25 mL tube was charged with the appropriate N-arylacrylamide arylacrylamide1 (0.3 mmol), RFI 2 (0.9 mmol), Cs2CO3 (0.3 mmol), andeosin Y (5% mmol). DMA (2 mL) was added and the tube waspurged with argon. The mixture was stirred and irradiated witha 26 W compact LED lightbulb at 65 C for 16 h until the reactionwas completed. H2O (10 mL) and CH2Cl2 (10 mL) wereadded successively to the cooled reaction mixture, the organicphase was separated, and the aqueous phase was furtherextracted with CH2Cl2 (3 ¡Á 30 mL). The combined organic layerswere dried (Mg2SO4) and concentrated under vacuum. Theresidue was purified performed by flash column chromatography(silica gel).

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, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Zhiyong; Tang, Anjiang; Synlett; vol. 30; 9; (2019); p. 1061 – 1066;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 3032-81-3, 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of N-picolinoylcyclododecylamine (3) (0.2 mmol, 57.6 mg), aryl iodide4 (0.4 mmol), Ag2CO3 (0.3 mmol, 82.7 mg), and Pd(OAc)2 (0.04 mmol, 9.0 mg)in t-AmOH (1 mL) was stirred for 48 h at 110 C in the dark. After dilution withEtOAc, the mixture was filtered and the filtrate was concentrated in vacuo. Theresidue was purified by preparative TLC (EtOAc/CHCl3/hexane = 1:1:8) to givethe corresponding product. Trans-3-(4-nitrophenyl)-N-picolinoylcyclododecylamine[5a(trans)]

The synthetic route of 1,3-Dichloro-5-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Seki, Atsushi; Tetrahedron Letters; vol. 58; 45; (2017); p. 4232 – 4235;,
Iodide – Wikipedia,
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