Tag: M.W=200-300

Synthetic Route of 156150-67-3, 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. 156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried Schlenk tube, containing a Teflon-coated magnetic stir bar was charged with CsF (228 mg, 1.5 mmol, 3 equiv) and bispinacolatodiboron (254 mg, 1 mmol, 2 equiv). Under an argon atmosphere, freshly distilled DMSO (0.4 mL), the appropriate aryl iodide (0.5mmol), and pyridine (0.4 to 1 equiv) were added successively. The reaction mixture was heated to 105 C and stirred for 2 h under argon.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-1-fluoro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Pinet, Sandra; Liautard, Virginie; Debiais, Megane; Pucheault, Mathieu; Synthesis; vol. 49; 21; (2017); p. 4759 – 4768;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 175278-00-9, 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. 175278-00-9, name is 1-Iodo-2-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: For example, synthesis of 1,2-diphenylethyne, 3a. To an oven-dried 5 mL microwave vessel was added Pd(PPh3)2Cl2 (3.5 mg, 0.005 mmol, 2 mol %) and CuI (1.9 mg, 0.01 mmol, 4 mol %). The vessel was then capped and purged with N2 before addition of Cyrene (0.5 mL, 0.5 M), Et3N (38 muL, 0.275 mmol, 1.1 equiv), iodobenzene (27.9 muL, 0.25 mmol, 1 equiv), and phenylacetylene (28.8 muL, 0.263 mmol, 1.05 equiv). The reaction mixture was heated to 30 C and maintained at this temperature with stirring for 1 h before the vessel was vented, and decapped. The solution was then diluted with EtOAc (10 mL), and washed with water (2¡Á 20 mL) and brine (2 ¡Á 20 mL). The organics were then passed through a hydrophobic frit and concentrated under reduced pressure to give a yellow oil, which was purified by flash chromatography (silica gel, 0-5% Et2O in petroleum ether) to afford the title compound as a white solid (44.5 mg, quant.).

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-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wilson, Kirsty L.; Kennedy, Alan R.; Murray, Jane; Greatrex, Ben; Jamieson, Craig; Watson, Allan J. B.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2005 – 2011;,
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. 610-97-9, name is Methyl 2-iodobenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

30 g (114 mmol) methyl 2-iodobenzoate, N, N-dimethylformamide in 1 L round bottom flaskAfter adding 360ml, trimethylsilylacetylene 22.5g (229mmol), 114.9 ml (801 mmol) triethylamineNitrogen was bubbled for 20 minutes by addition of 8 g (11 mmol) of dichloro (bistriphenylphosphine) palladium (II),I put 2.2 g (11 mmol) of Cooper (I) iodideHeat stirred at 80 C. for 3 h.When the reaction was terminated, the reaction solution was purified by a column to obtain 23 g (yield: 86%) of the compound represented by [Formula 191-d].

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:
Patent; SFC Ltd.; Park Seok-bae; Lee Se-jin; Kim Jeong-su; (92 pag.)KR101996647; (2019); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 18698-96-9, 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

Key Intermediate 1: 2-(2-Ethynylphenyl)butanamide (KI)(a) 2-(2-Iodophenyl)butanoic acid (Ii)Lithium diisopropylamide solution (2.0 M in THF/heptane/ethylbenzene, 3.82 mL, 7.63 mmol) was added to dry THF (10 mL) under an atmosphere of nitrogen and cooled to 0 00. A solution of 2-(2-iodophenyl)acetic acid (500 mg, 1.91 mmol) in dryTHF (15 mL) was then added dropwise. This solution was stirred for 40 minutes at 000 before the addition of iodoethane (0.92 mL, 11 mmol). The solution was returnedto room temperature and stirred for 4 hours. The resulting mixture was quenched with the addition of H20 (10 mL) and then 2 M HCI (20 mL). The aqueous layer was extracted with EtOAc (3 x 30 mL), the organic layers were combined and washedwith brine, dried over Mg504 and the solvent was evaporated under reducedpressure. The residue was adsorbed onto silica gel and purified using columnchromatography (Biotage Isolera, 5i02 cartridge, 0-40percent EtOAc in petroleum benzine40-60 00) to give the title compound Ii as a pale yellow oil (479 mg, 87percent); 1H NMR(400 MHz, d6-DMSO) O 12.49 (5, 1H), 7.88 (dd, J= 7.9, 1.2 Hz, 1H), 7.39 (td, J= 7.6,1.2 Hz, 1H), 7.32 (dd, J= 7.8, 1.7 Hz, 1H), 7.01 (Jm, 1H), 3.77 (t, J= 7.5 Hz, 1H),1.98?1.86 (m, 1H), 1.73?1.60 (m, 1H), 0.85 (t, J= 7.3 Hz, 3H).JH2Ii 12 13 Ki

The chemical industry reduces the impact on the environment during synthesis 2-(2-Iodophenyl)acetic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
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. 852569-38-1, name is 5-Chloro-4-fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H4ClFIN

Potassium t-butoxide (12.52 g, 111.6 mmol) is added at room temperature to a solution of 5-chloro-4-fluoro-2-iodoaniline (5.0 g, 22.3 mmol) in 250 mL of anhydrous THF under nitrogen. After stirring for 15 minutes, a solution of 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxylic acid fluoride (5.67 g, 24.6 mmol) in 30 mL of anhydrous THF is added dropwise. The reaction mixture is stirred for 4 hours at room temperature and then poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic phase is washed with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated to dryness. After purification by flash chromatography on silica (cyclohexene/EtOAc:95/5 to 80/20), a red solid is obtained, which is purified by flash chromatography on amine phase (DCM) to give 2.84 g of a white solid (yield: 31%). [0871] LCMS (Method E): MH+=404.0, RT=2.29 min

The synthetic route of 852569-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; Benazet, Alexandre; Duclos, Olivier; Guillo, Nathalie; Lassalle, Gilbert; Macary, Karim; Vin, Valerie; US2014/235616; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 387-48-4, name is 3-Fluoro-2-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 387-48-4, HPLC of Formula: C7H4FIO2

Intermediate 93: 3-Fluoro-2-(1 H-pyrazol-1 -yl)benzoic acid.3-Fluoro-2-(1 H-pyrazol-1 -yl)benzoic acid. To a mixture of 3-fluoro-2- iodobenzoic acid (1 .4 g, 5.26 mmol), 1 H-pyrazole (0.72 g, 10.5 mmol), trans- N,N’-dimethyl-cyclohexane-1 ,2-diamine (0.17 mL, 1 .05 mmol), Cul (50.1 mg, 0.26 mmol), dioxane (50 mL) and water (0.028 mL) was added Cs2C03 (3.43 g, 10.5 mmol). The reaction mixture was heated to 100 C for 1 h. The reaction mixture was cooled to ambient temperature then diluted with water. The aqueous layer was acidified to pH2 and extracted with EtOAc (30 mL) three times. The organic layers were combined, dried over Na2S04, filtered and concentrated. Purification (FCC), (DCM to 10% MeOH/1 %HOAC/DCM) afforded the title compound as a colorless oil (790 mg, 72%). 1H NMR (400 MHz, CDCIs): 7.85 – 7.73 (m, 1 H), 7.54 – 7.44 (m, 1 H), 7.44 – 7.34 (m, 1 H), 6.55 (s, 1 H).

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, 3-Fluoro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 156150-67-3

To a 50 ml of isopropyl alcohol solution containing 15.0 g of 3 (S) -aminopyrrolidine-1-carboxylic acid tert-butyl ester (80.5 mmol) and 24.8 g of 2-chloro-l-fluoro-4-iodobenzene(96.7 mmol) were added 1.54 g of copper (I) iodide (8.1 mmol),9.0 ml of ethylene glycol (10.1 mmol) and 34.2 g of potassium phosphate (161 mmol) , and heated under reflux under a nitrogen atmosphere for 46 hours. The reaction solution was cooled to room temperature and filtered using Celite. The substance remained in the filter was washed with ethyl acetate and the filtrate was concentrated under reduced pressure together with the washings, and the residue was purified by silica gel column chromatography (n-hexane : ethyl acetate = 4 : 1) . The solvent was distilled off under reduced pressure, and the residue was recrystallized from diethyl ether to thereby obtain 15.9 g of white powdery 3 (S)- (3- chloro-4-fluorophenylamino)pyrrolidine-l-carboxylic acid tert- butyl ester. 1H-NMR(CDCl3) deltappm: 1.47(9H,s), 1.78-1.96 (lH,m) , 2.10-2.28 (IH,m) , 2.10-2.28 (lH,m) , EPO 3.11-3.30 (IH,m), 3.30-3.56 (2H,m) , 3.57-3.79 (2H,m) , 3.85- 4.03(lH,m), 6.38-6.47 (IH,m) , 6.60 (IH, dd, J=6. OHz, J=2.9Hz) , 6.90- 7.00 (IH,m) .

The synthetic route of 156150-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; WO2006/121218; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 1173707-01-1, name is N-(5-Fluoro-2-iodophenyl)acetamide, molecular formula is C8H7FINO, 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. COA of Formula: C8H7FINO

General procedure: N-(2-iodophenyl)acetamide (100.0 mg, 0.38 mmol, 1.0 equiv) in CH3CN (5.0 mL) was added sequentially with PdCl2(PPh3)2 (5.4 mg, 0.01 mmol, 0.02 equiv), Ph3P (4.0 mg, 0.02 mmol, 0.04equiv), 1-chloro-4-ethynylbenzene (57.6 mg, 0.42 mmol, 1.1 equiv). The resulting solution was degassed by passing through a steady stream of argon for 30 min (flask 1). In the meantime in another flask, a mixture of CuI (3.0 mg, 0.02 mmol, 0.04 equiv) in Et3N was also degassed bypassing through a steady stream of argon for 30 min (flask 2). After degassing, the mixture ofCuI in Et3N in flask 2 was transferred into the solution in flask 1 using a syringe with wide-boarneedle which resulted in the reaction solution turning yellow and giving white precipitates. The reaction mixture was allowed to stir at room temperature overnight and was quenched byaddition with sat. aq. NH4Cl. The separated aqueous phase was extracted with EtOAc (3x times).The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4 and concentrated under reduced pressure. The crude material was purified by SiO2 column chromatography eluting with 30-50% EtOAc-hexane to yield 114.6 mg of compound 1d (>99%)as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1173707-01-1, its application will become more common.

Reference:
Article; Chaisan, Nattawadee; Kaewsri, Wilailak; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Ruchirawat, Somsak; Tetrahedron Letters; (2018); p. 675 – 680;,
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 18698-96-9 as follows. Computed Properties of C8H7IO2

A suspension of 2-iodophenyl acetic acid (1 g, 3.82 mmol), 4-bromobenzenethiol (0.722 g, 3.82 mmol), KOH (0.427 g, 7.63 mmol) and copper powder (24 mg, 0.38 mmol) in 2 mL of water, was allowed to react in microwave (conditions: 2.x.6 min, 180 W, T max=100¡ã C., P max=100 psi). The suspension obtained was dissolved in 2N aqueous solution of KOH and then filtered. The filtrate was acidified with 1N aq. HCl; the white precipitate was filtered, dried in vacuo, purified by trituration with acetone to give the pure acid 1-bis as white solid (1.16 g, 94percent).1H-NMR (CDCl3, 200 MHz): 7.44 (d, J=7 Hz, 1H); 7.36-7.26 (m, 5H); 7.01 (d, J=8.4 Hz, 2H); 3.86 (s, 2H).Anal. Calcd. for C14H11BrO2S (MW=323.2): C, 52.03; H, 3.43; Br, 24.72; O, 9.90; S, 9.92.

According to the analysis of related databases, 18698-96-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRACCO IMAGING SPA; US2009/239829; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4028-63-1,Some common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, molecular formula is C9H11I, 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.

The cuprous iodide (24 mg, 0.12mmol) and tetrakis(triphenylphosphine)palladium (43 mg, 0.06 mmol) were loadedinto a Teflon-sealed flask. 2-iodo-1,3,5-trimethylbenzene (0.51 g, 2.08 mmol) andphenylacetylene (0.26 g, 2.5 mmol) were loaded into a separate flask and dissolved intriethylamine (40 mL). This solution was then cannula-transferred into the flaskcontaining the catalysts, the solution was briefly degassed under vacuum, and theflask was sealed. The mixture was stirred under nitrogen at 80 ¡ãC for 6 h. The crudeproduct was purified by column chromatography (SiO2, eluent: petroleum ether) togive 2g as a colorless liquid in 92.0percent yield. (0.42 g, 1.91 mmol). 1H NMR (300 MHz,CDCl3): 7.51-7.54 (m, 2H), 7.33 (d, J = 7.1 Hz, 3H), 6.88 (s, 2H), 2.47 (s, 6H), 2.28(s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6-Trimethyliodobenzene, its application will become more common.

Reference:
Article; An, Wenbo; Li, Gaoqiang; Ma, Jun; Tian, Youping; Xu, Feng; Synlett; vol. 25; 11; (2014); p. 1585 – 1590;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com