Tag: M.W=200-300

64248-58-4, A common compound: 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, 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.

General procedure: Indole (1.0 mmol),Cs2CO3 (1.0 mmol), 2-bromopyridine (1.5 mmol), Cu2O (0.1 mmol), and DMA (3 mL) were added to a 5-mL vial. The vial was sealed with a crimp cap and placed in a Biotage initiator microwave cavity. After irradiation at 200C for the appropriate time and subsequent cooling, the reaction mixture was diluted with saturated aqueous ammonium chloride. Products were isolated by extraction into ethylacetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated. Products were purified by silica gel column chromatography using a hexane:ethyl acetate solvent. N-2-pyridylindole (2a) was obtained (80% yield) as yellow oil;

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, 1,2-Difluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kwon, Jae-Kwan; Lee, Jin -Hee; Kim, Tae Sung; Yum, Eul Kgun; Park, Hee Jung; Bulletin of the Korean Chemical Society; vol. 37; 12; (2016); p. 1927 – 1933;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

64248-58-4, The chemical industry reduces the impact on the environment during synthesis 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

General procedure: An oven-dried screw cap test tube was charged with a magnetic stir bar, Pd(PPh3)2Cl2 (2 mol%), CuI (4 mol%), and K2CO3 (0.4mmol). The tube was then evacuated and backfilled with argon.The evacuated/backfill sequence was repeated two additional times. Under a counter-flow of argon, DMF (1 mL), iodoarene(1a, 0.2 mmol), and methyl propiolate (2a, 0.3 mmol) were added. The tube was placed in a preheated oil bath at 80 C, andthe mixture was stirred vigorously for 10 min. Then the screwcap was opened and 2-pyridyl ethyl ester (3a, 0.2 mmol) wasadded in air at 80 C. The mixture was allowed to react for another 8 h at 80 C in air atmosphere. After the reaction was finished, water (5 mL) was added, and the solution wasextracted with ethyl acetate (3 ¡Á 5 mL), the combined extractwas dried with anhydrous MgSO4. Solvent was removed, andthe residue was separated by column chromatography (petroleumether/ethyl acetate, 2:1) to give 4a (50 mg, 86%) as ayellow solid.

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

Reference:
Article; Chen, Zhengwang; Liu, Tanggao; Ma, Xiaoyue; Liang, Pei; Long, Lipeng; Ye, Min; Synlett; vol. 30; 7; (2019); p. 863 – 867;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a 25mL of oven-dried Schlenk tube equipped with a magnetic stir bar was charged with [Pd(C3H5)Cl]2 (3.7mg 0.01mmol, 0.05 equiv), XPhos (10.5mg, 0.022mmol, 0.11 equiv), K2CO3 (69.1mg, 0.5mmol, 2.5 equiv), and dry CH3CN (1mL). After stirring for about 15minat r.t. under argon, a solution of aryl iodide 1 (0.24mmol, 1.2 equiv), alkylating reagent 2 (0.2mmol, 1.0 equiv), 5-Norbornene-2-carboxylic acid N4 (5.5mg, 0.04mmol, 0.2 equiv) in dry MeCN (1mL) was added, then heated to 70C and stirred for 5-24h. The reaction was monitored by TLC, after completion of the reaction, the mixture was cooled to r.t., filtered through a thin pad of celite eluting with ethyl acetate (10mL), and the combined filtrate was concentrated in vacuo. The residue was directly purified by column chromatography on silica gel or purified by PTLC to give the desired product 3.

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; Liu, Ze-Shui; Qian, Guangyin; Gao, Qianwen; Wang, Peng; Cheng, Hong-Gang; Hua, Yu; Zhou, Qianghui; Tetrahedron; vol. 75; 12; (2019); p. 1774 – 1780;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

619-58-9, name is 4-Iodobenzoic acid, 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. 619-58-9

General procedure: A 20mL Schlenk tube with a magnetic stir bar was charged with aryl halide (2mmol), arylboronic acid (2.4mmol), K2CO3 (5mmol), 10mL of solvent [H2O, H2O-MeOH (1:1), H2O-EtOH (1:1), H2O-EG (1:1)] and an aliquot of 0.01M solution of palladium complexes PdCl2(L)2 or Pd[(L)4]Cl2 in MeOH (0.001-0.2mol%) under air atmosphere. The reaction mixture was placed in a preheated oil bath: at 100C for MeOH-H2O, at 110C for EtOH-H2O, at 140C for H2O and at 160C for EG-H2O; and stirred under reflux for the given time. After this time, the mixture was cooled, acidified by 5M HCl (in the case of acids) and diluted with 10mL of H2O and 10mL of Et2O (or EtOAc). The organic phase was separated, and the aqueous layer was extracted with Et2O EtOAc) (2¡Á10mL). The combined organic layers were washed with H2O (10mL), brine (10mL), and dried over Na2SO4. The pure products were obtained by a simple filtration of ether solution through silica gel pad and evaporation of a solvent.

Statistics shows that 619-58-9 is playing an increasingly important role. we look forward to future research findings about 4-Iodobenzoic acid.

Reference:
Article; Bumagin, Nikolay A.; Catalysis Communications; vol. 79; (2016); p. 17 – 20;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

452-79-9, 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. 452-79-9, name is 2-Fluoro-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below.

Step 7: The product from the previous step was dissolved in dry toluene (8mL) under argon. A portion of this stock solution (ImL) was added to a reaction-vial in a Mettler-Toledo Bohdan block using an atmosphere of argon to exclude air. 2-Fluoro-l-iodo-4-methyl-benzene (0.33mmol; prepared from 2-fluoro-4-methyl-phenylamine according to a general literature procedure [S. E. Tunney and J. K. Stille, J. Org. Chem., 52, 748-53 (1987)]) was added as a toluene solution (ImL) followed by 0.5mL of a freshly prepared toluene stock of solution of tris(dibenzylideneacetone)dipalladium(0) (Pd2dba3) and bis[(2-diphenyl- phosphanyl)phenyl] ether DPEphos (corresponding to 0.3 equivalents palladium and 0.6 equivalents DPEphos). Potassium t¡ãt-butoxide (0.66mmol) was added followed by tetra-n- butyl ammonium fluoride (TBAF; 1.0M in THF; 80 microliter). The mixture was stirred at 1000C overnight under argon. Next morning, the volatiles were removed using a Genevac instrument. The residue was dissolved in methanol (4mL) and loaded onto a VacMaster SCX- column (activated with 10% acetic acid in methanol). The product was eluted with acetonitrile. The volatiles were removed in vacuo. The residue was dissolved in methanol (1.5mL) and 4M HCl in diethyl ether (1.5mL) was added. The mixture was shaken at room temperature over the weekend before the volatiles were removed in vacuo. The residue was dissolved in dimethyl sulfoxide (0.18mL) and filtered. A few drops of 20% acetonitrile in water were added, and the mixture was filtered again. The product was isolated by preparative LC/MS as described, concentrated in vacuo, and the product was dissolved in dimethyl sulfoxide (0.78mL) to give a 1OmM solution. LC/MS-data: Method 14, retention time (UV) 2.152 min; UV-purity 79.5%; ELS-purity 100%; mass observed 337.407.

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; H. LUNDBECK A/S; WO2009/76961; (2009); 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 18698-96-9 as follows. 18698-96-9

1 -Hydroxybenzotriazole (2.58 g, 19.1 mmol), EDCI (2.96 g, 19.1 mmol) and diisopropylethylamine (12.1 mL, 69.3 mmol) were added sequentially to a solution of 2-(2- iodophenyl)acetic acid (4.54 g, 17.3 mmol) in DMF (22 mL) and THF (151 mL) under a N2 atmosphere. The reaction mixture was allowed to stir at rt for 10 min. Ammonium carbonate (6.66 g, 69.3 mmol) was then added in one portion to the reaction mixture, which was then left to stir at rt overnight. The mixture was cone, in vacuo and water was added. The mixture was extracted with EtOAc, washed with H20, sat. aq. NaHC03 sol. and brine before drying over MgS04 and cone, in vacuo. The solid was suspended in EtOAc before being collected by vacuum filtration to give the title compound as an off-white solid (2.73 g, 60 percent). LCMS (Method 1 ) Rt 1.859 min.

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; BIONOMICS LIMITED; HARVEY, Andrew John; RIPPER, Justin Anthony; HUFF, Belinda Cheryl; PAUL, Dharam; WO2015/123722; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2786-00-7, 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. 2786-00-7, name is 5-Iodo-2-methoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-iodo-2-methoxybenzoic acid (13.4 g, 48 mmol), acetyl chloride (1 mL) and ethanol (50 mL) was heated 4 hours with stirring at reflux. The mixture was concentrated and the residue was dissolved in diethyl ether. The solution was poured into ice-cold saturated sodium bicarbonate and the organic phase was washed with brine, dried (K2 CO3), filtered and concentrated to give ethyl 5-iodo-2-methoxybenzoate (13.5 g, 44 mmol) as an oil.

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; Syntex (U.S.A.) Inc.; US5739336; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

364-77-2, Name is 2-Iodo-5-fluoronitrobenzene, 364-77-2, 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.

A sealed tube was charged with CuI (0.19g, 1.0mmol, 2.5 equiv.), AgF (0.13g, 1.0mmol, 2.5 equiv.), pyridine (0.27mL, 8.3 equiv.), various iodoarenes (0.4mmol, 1.0 equiv.), triethyl(1,1,2,2-tetrafluorobut-3-en-1-yl)silane (4 : 0.19g, 0.8mmol, 2.0 equiv.) and DMF (3.2mL, 0.25M) in glove box. The sealed tube was brought under an atmosphere of argon and capped. The resulting mixture was stirred at 60C for 16h, and then cooled room temperature. The resulting mixture was passed through short column. The eluent was concentrated in vacuo to give the crude materials, which were purified by silica gel column chromatography, leading to the desired coupling products

Statistics shows that 2-Iodo-5-fluoronitrobenzene is playing an increasingly important role. we look forward to future research findings about 364-77-2.

Reference:
Article; Yakushijin, Ryosuke; Yamada, Shigeyuki; Konno, Tsutomu; Journal of Fluorine Chemistry; vol. 225; (2019); p. 35 – 43;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

108078-14-4, The chemical industry reduces the impact on the environment during synthesis 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, I believe this compound will play a more active role in future production and life.

a (2-Iodo-3-methyl-phenyl)-methanol Thionyl chloride [5 mL] was added to 2-iodo-3-methyl-benzoic acid (2.00 g, 7.63 mmol) at room temperature and heated to 50 C. for 1 hour. The solution was then cooled and evaporated. The crude residue was dissolved in ethyl acetate, washed with brine and dried with magnesium sulfate. The crude product was then dissolved in THF [5 mL] and a 1M solution of lithium aluminum hydride [10.7 mL] was added at room temperature and stirred for 1 hour. Water [0.1 mL] and 15% NaOH [0.1 mL] were added followed by evaporation. Column chromatography (50% EtOAc in hexanes) of the residue yielded the title compound (0.50 g, 26%) as a solid. 1H-NMR (CDCl3): delta 3.20 (t, 2H, J=7.6 Hz), 2.98 (s, 3H), 2.52 (t, 2H, J=7.2 Hz), 2.09 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 2-Iodo-3-methylbenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; 3-Dimensional Pharmaceuticals, Inc.; US2004/9995; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6937-34-4, The chemical industry reduces the impact on the environment during synthesis 6937-34-4, name is 3-Iodophthalic acid, I believe this compound will play a more active role in future production and life.

(1) Adding 2.92 g of 3-iodophthalic acid and 100 ml of toluene,0.0146g of p-toluenesulfonic acid, stirred and heated to 100 C reflux, after the system is dissolved,The mixture was kept under reflux for 3 h, and the reaction was stopped after the medium-controlled liquid chromatography 3-iodophthalic acid was 1%.2.73g of 3-iodophthalic anhydride is formed,Obtaining a 3-iodophthalic anhydride solution.

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

Reference:
Patent; Shaoxing Beisimei Chemical Co., Ltd.; Chen Xiangpeng; Tian Yuan; Shen Liangming; Yao Wenbin; Ni Linan; (7 pag.)CN109020934; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com