Tag: M.W=200-300

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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Chloro-5-iodobenzoic acid

6.3. Synthesis of 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene A 2L 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 (1.2 L, 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 18.75 hours, 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.

According to the analysis of related databases, 19094-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEN, Jinling; NYAMWEYA, Nasser N.; ONG, Kenneth K. H.; US2012/172320; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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: 4-Chloro-2-fluoro-6-iodoaniline

In a 350 mL glass pressure vessel with a threaded Teflon cap, 4-chloro-2-fluoro-6-iodoaniline (3.25 g, 12.0 mmol), CuI (30 mg, 0.16 mmol), and Pd(PPh3)2Cl2 (0.101 g, 0.144 mmol) were taken up in 165 mL triethylamine and cooled to -78 C. Propyne (2.7 mL, 1.9 g, 48 mmol) was condensed into a graduated cylinder and added to the reaction vessel. The vessel was then capped, the cooling bath removed, and the reaction mixture allowed to stir while warming to room temperature overnight behind a safety shield. Removal of the triethylamine by evaporation gave a crude material that was purified by flash chromatography over silica gel (1-10% ethyl acetate in hexanes) to give pure product (2.00 g, 91% yield): 1H NMR (CHLOROFORM-d) delta 7.00-7.04 (m, 1H), 6.95 (dd, J=10.6, 2.3 Hz, 1H), 4.18 (br. s., 2H), 2.13 (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 216393-67-8, its application will become more common.

Reference:
Patent; Wyeth, LLC; US2011/105509; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 2468-56-6, name is 6-Iodohex-1-yne, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

Lithium bis(trimethylsilyl)amide (1 M in hexane, 20 mL) is added dropwise to a solution of phenylacetic acid methyl ester (2.73 g, 18.2 mmol) in dried tetrahydrofuran (40 mL) at -78 C. After 1 h, the reaction mixture is warmed to 0 C., and 5-hexyn-1-iodide (4.16 g, 20 mmol) in dried tetrahydrofuran (5 mL) is added dropwise to the solution. After stirring at 0 C. for 1.5 h, the reaction mixture is quenched with water washed, with a saturated ammonium chloride solution, and extracted with diethyl ether. The organic layers are combined and dried over anhydrous magnesium sulfate to give 4.17 g of alkyne-functionalized ester.

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 2468-56-6.

Reference:
Patent; Vision Global Holdings Ltd.; WONG, Bing Lou; WAI, Norman Fung Man; KWOK, Sui Yi; WONG, Man Kin; MAN, Cornelia Wing Yin; US2014/335018; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 68507-19-7, name is 3-Iodo-4-methoxybenzoic 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 68507-19-7, Formula: C8H7IO3

PyBop (675mg, 1.297mmol) and DIPEA (0.3mL) was added to a 0C solution of diamine (127mg, 1.174mmol) and acid (360mg,.1.295mmol) in DMF (3.0mL) under nitrogen. The solution was slowly warmed to room temperature. After 24 hours, the reaction solution was poured into saturated aqueous NaHC03 (20mL) and extracted with EtOAc (2x20mL). The organic layer was washed with brine(2x20mL), dried over MgSO,, filtered and concentrated. The crude solid was purified on a Combiflash Rf using Si02 with CH2CI2/MeOH to afford 367mg (85%) of amide product as a white solid. A suspension of the amide (294mg, 0.779mmol) in AcOH (8.0mL) was heated to reflux. After 24 hours, the solution was cooled to room temperature and concentrated in vacuo to a tan solid. The crude solid was purified via Combiflash Rf using Si02 with CH2CI2/Me0H to afford 2-(3-iodo-4-methoxyphenyl)- 1 H-benzo[d]imidazole (193mg, 69%) as a colorless solid.

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; REGENTS OF THE UNIVERSITY OF MINNESOTA; HARRIS, Reuben S.; HARKI, Daniel A.; PERKINS-HARKI, Angela L.; CARPENTER, Michael A.; LI, Ming; WO2013/74059; (2013); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 135050-44-1, SDS of cas: 135050-44-1

3-Chloro-4-iodoaniline (3.0 g, 11.8 mmol), (4-chloro-2-methylphenyl)boronic acid (2.4 g, 14.2 mmol), Pd(dppf)Cl2 (1.0 g, 1.2 mmol), and K2CO3 (3.3 g, 23.7 mmol) were dissolved in 1,4-dioxane (40 mL) and water (10 mL) and the resulting mixture was heated to 80 C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

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; Chakravarty, Devraj; Kreutter, Kevin; Powell, Mark; Shook, Brian; Song, Fengbin; Xu, Guozhang; Yang, Shyh-Ming; Zhang, Rui; Zhao, Bao-Ping; US2012/302610; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25245-29-8, These common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, 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.

Preparation Example 49 Synthesis of 2,6-dimethoxy-4-iodophenol To a solution of 5-iodo-1,2,3-trimethoxybenzene (3.2 g) in 1,2-dichloroethane (40 mL) was added aluminum chloride (1.6 g). The mixture was stirred at 60 C. for 4 hours and evaporated. The residue was dissolved in 1 M aqueous sodium hydroxide solution and washed with ether. The aqueous layer was then acidified and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as white crystalline powder. Yield: 1.0 g (31%)

Statistics shows that 5-Iodo-1,2,3-trimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 25245-29-8.

Reference:
Patent; KOWA CO., LTD.; US2004/10147; (2004); 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 69113-59-3 as follows. COA of Formula: C7H4IN

Example 14; 3-Trimethylsilanylethynyl-benzonitrile; 3-Iodo-benzonitrile (10.0 g, 43.7 mmol), trimethylsilane acetylene (5.57 g, 56.8 mmol), palladium tetrakis triphenylphosphine (2.02 g, 1.75 mmol), and copper iodide (1.0 g, 5.24 mmol) in triethylamine (120 mL) was stirred for 12 h. The reaction was concentrated and purified by column chromatography to afford the title product (9.35 g, quantitative yield) as a brown oil.1H NMR (300 MHz, CDCl3): delta (ppm) 7.76 (t, 1H), 7.71 (dd, 1H), 7.63 (dd, 1H), 7.28 (t, 1H), 0.26 (s, 9H).

According to the analysis of related databases, 69113-59-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/259916; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 35944-64-0, The chemical industry reduces the impact on the environment during synthesis 35944-64-0, name is 3-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

Triethylamine (8 mL) was added to a degassed solution of 5-ethynylpyrimidin-2-amine (Intermediate 18) (1.19 g), 3-iodo-4-methylaniline (2.6 g), PdCl2 (PPh3) 2 (100 mg) and Cul (15 mg) in DMF (40 mL) and the mixture heated to 60C for 90 minutes, cooled and concentrated in vacuo. The residue was dissolved in methanol, filtered, and concentrated in vacuo. Purification by flash chromatography on silica using 0-10% MeOH in DCM gave the title compound as a pale yellow solid (1.60 g, 70%, contaminated with 0.3 moles of Et3NHI).

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-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13194-68-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13194-68-8 name is 4-Iodo-2-methylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4-iodo-2-methylbenzenamine (24, 233 mg, 1 mmol) on reaction with ethynyl benzene (25a, 102 mg, 1 mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12 equiv) as cocatalyst, butyl amine (261 mg, 3 equiv) as base and ether as solvent and kept the reaction for 6 h. After completion of the reaction as indicated by TLC and the reaction mixture is extracted into ether (4¡Á25 mL) from the aqueous layer and concentrated in vacuo. The compound was further purified by column chromatography using 60-120 silica gel (ethyl acetate/hexane,1:9) to obtain 2-methyl-4-(phenylethynyl)benzenamine compound (26a) as pure product. Anthranilic acid (27, 137 mg, 1 mmol) on reaction with acetic anhydride at 150 C. and reflux for 30 min, after completion of reaction aqueous sodium bicarbonate solution is added and extracted in ethyl acetate (4¡Á25 mL) from the aqueous layer and concentrated in vacuo afforded 2-methyl 4H-benzo[d][1,3]oxazin-4-one compound ( 28) as pure product. To a stirred solution of 2-methyl-4-(phenylethynyl)benzenamine (26a, 207 mg, 1 mmol) with 2-methyl-4H-benzo[d][1,3]oxazin-4-one (28, 161 mg, 1 mmol) in acetic acid and reflux for 8 h. After completion of the reaction as indicated by TLC. The reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4¡Á25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4 afforded 2-methyl-3-(2-methyl-4-(phenylethynyl)phenyl)quinazolin-4(3H)-one (29a). Reaction of 2-methyl-3-(2-methyl-4-(phenylethynyl)phenyl)quinazolin-4(3H)-one ethynyl)phenyl)quinazolin-4(3H)-one (29a, 350 mg, 1 mmol) with 4-hydroxy benzaldehyde (30b, 122 mg, 1 mmol) was taken in acetic acid Then the resulting mixture was stirred under reflux conditions for 8 h and then the reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4¡Á25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4.The resulting product ( 4b) was purified by column chromatography employing EtOAc/Hexane as an eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Council of Scientific & Industrial Research; Kamal, Ahmed; Sultana, Farheen; Bharathi, Erla Vijaya; Srikanth, Yellamelli Valli Venkata; Viswanath, Arutla; Swapna, Ponnampalli; US2013/317221; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13421-13-1, 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 13421-13-1 as follows.

A solution of 4-chloro-2-iodobenzoic acid 1 (25 g, 88.7 mmol), SOC12 [(100ML),] and DMF (few drops) was warmed gently with a heat gun until the mixture became homogeneous (15 mins). The solution was maintained at [23C] for an additional 30 mins, then the solution was concentrated. [MEOH] (200 mL) was added to the crude residue and the solution was maintained at [23C] for 30 mins. The solution was concentrated and the crude residue was then dissolved in 10: 1 hexanes: EtOAc and passed through a plug of silica gel. The eluent was concentrated to provide 26.2 g (100%) of ester 2 as a colorless oil, which solidified upon standing under high vacuum (0.1 Torr).

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION; WO2003/106426; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com