Iodides-buliding-blocks

144-48-9, 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. 144-48-9 name is 2-Iodoacetamide, 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.

Sodium hydride (0.57 g of a 60% dispersion in mineral oil, 0.014 mol) was added in portions at 23 C to a stirred solution of the alcohol (4) (4.22 g, 0.012 mol) in dry dimethyl formamide (60 mL). After 10 min a solution of iodoacetamide (2. 68 g, 0.014 mol) in dimethyl formamide (10 mL) was added and the solution was stirred at 23 C for 16 h. Silica gel was added and the reaction mixture was adsorbed directly onto it by concentration of the mixture to dryness in vacuo. The product was chromatographed on silica. Elution with ethyl acetate gave isomer (6) as a white solid (3.16 g, 63%). Elution with methanol/ethyl acetate (5: 95) gave the required product (5) as a foamy solid (4.92 g-contains sodium iodide as well). This material was used directly in the next step. APCI-MS Found [M+H] =416,414.

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

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/89763; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5471-81-8, 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 5471-81-8 as follows.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 3-methyl-4 iodine benzoate Methyl ester (0.2 mmol, 1.0 equiv.), 1,2-epoxyoctadecane (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3¡Á10 mL), dried Na2SO4 Dry, filter, and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 50:1 (v/v),67 mg of methyl 7-methyl-2-n-hexadecyl-2,3-dihydrobenzofuran-5-carboxylate (white solid, yield 80%).

According to the analysis of related databases, Methyl 4-iodo-3-methylbenzoate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

71838-16-9, 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. 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, A new synthetic method of this compound is introduced below.

General procedure: To a solution of benzenethiol (0.6 mmol) in DMSO (2 mL) was added in a Schlenk tube at room temperature under oxygen condition. Subsequently, Cs2CO3 (1.0 mmol), CuI (0.02 mmol) and 1-bromo-2-iodobenzene (0.5 mmol) were added. The mixture was heated under 95 C for 4 h. After the reaction was completed, cooled to room temperature. Water (10 mL) was added to the reaction mixture and CH2Cl2 (3×10 mL) were used to extract the crude product. After removing the solvent, the resulting crude was purified by column chromatography with pure petroleum as eluent to give 1 as Colorless oily liquid.

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:
Article; Liu, Na; Chao, Fei; Huang, Yu; Wang, Yanlan; Meng, Xu; Wang, Long; Liu, Xiang; Tetrahedron Letters; vol. 60; 46; (2019);,
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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., 624-76-0

A solution of 2,3,3-trimethyl-3H-indole (1 ml, 6.3 mmol) and 2-iodoethanol (0.56 ml, 8.8 mmol) in MeCN (4 mL) was refluxed for 1 day. After being cooled to r.t., the reaction mixture was suspended in hexane, and the precipitated solid was sonicated and filtered. A part of the obtained purple solid (53 mg out of 1.37 g) was dissolved in 1N KOH (2 mL) and stirred at r.t. for 30 min. After extraction with ether, the organic layer was evaporated to afford 4 as yellow oil, which was used for the next reaction without further purification. A solution of 5-nitrososalicylaldehyde (38 mg, 0.23 mmol) and the obtained 4 in EtOH (5 mL) was refluxed for 4 hours. The mixture was evaporated and purified by column chromatography (silica gel; eluent, hexane_AcOEt=1:1) to afford purple crystal 5 (56 mg, 66% based on 2,3,3-trimethyl-3H-indole). MS(EI): 352(M+, 15), 337(5), 321(9), 83(100); HRMS(EI): M+352.1411 (calc.352.1423); 1H NMR(CDCl3) delta1.20 (s, 3H), 1.30 (s, 3H), 3.34 (ddd, J=5.1, 5.1, 14.7 Hz, 1H), 3.47 (ddd, J=5.5, 7.3, 14.7 Hz, 1H), 3.69-3.82 (m, 2H), 5.89 (d, J=10.5 Hz, 1H), 6.67 (d, J=7.5 Hz, 1H), 6.77 (d, J=8.5 Hz, 1H), 6.90 (dd, J=7.5, 7.5 Hz, 1H), 6.91 (d, J=10.5 Hz, 1H), 7.10 (dd, J=1.1, 7.5 Hz, 1H), 7.50 (ddd, J=1.1, 7.5, 7.5 Hz, 1H), 8.00 (d, J=2.5, 1H), 8.03 (dd, J=2.5, 8.5 Hz, 1H).

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; WISCONSIN ALUMNI RESEARCH FOUNDATION; US2007/195309; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 116632-39-4, name is 5-Bromo-2-iodotoluene, 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. 116632-39-4

In N2Gas purification system, the compound G dissolved in a solution of tetrahydrofuran and toluene (5: 1), Compound H-1 (0.9 equiv) was added.Potassium carbonate (4.4 eq.) Was dissolved in deionized water was added Pd (0.05 eq.).The mixture was refluxed and stirred for 24 hours at the temperature 80 .After completion of the reaction, the mixture was extracted with organic solvent, and removing the organic solvent.The resultant was passed through the column to obtain Compound I-1

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, 116632-39-4, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Display Co., Ltd.; Liang, Zhonghuan; Yin, Jiongchen; Lu, Xiaozhen; Yin, Dawei; Shen, Renai; Jin, Zunyan; (39 pag.)CN105524071; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 19094-56-5 name is 2-Chloro-5-iodobenzoic acid, 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. 19094-56-5

[0249] A 250 mL of 4-necked flask equipped with thermometer and mechanical stirring was charged with NaBH4 (4.16 g, 0.11 mol) and THF (60 mL) under argon. After cooling to 0-5 C with stirring, a solution of iodine in THF (12.7 g I2 in 25 mL THF) was added slowly dropwise over 30 min and the reaction temperature was maintained below 10 C. After the addition was completed, a solution of 2-chloro-5-iodobenzoic acid (15.0 g, 50 mmol) in THF (20 mL) was added dropwise over 30 min and kept the reaction temperature below 10 C. After stirring for another 3 h at 20-25 C, the reaction mixture was heated to reflux for additional 16 h and monitored by TLC (PE/EA=1 : 1, Rf = 0.2). The mixture was cooled to 20-25 C and poured into ice water (100 mL), extracted with ethyl acetate (2 x 100 mL), washed with water (2 x 100 mL), brine (100 mL), concentrated and the residue was purified by flash chromatography (PE:EA=20: 1 as eluant, 200 mL) to give an off-white solid. Yield: 10.0 g (70%) MS ESI (m/z): 269 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; THERACOS, INC.; XU, Baihua; LV, Binhua; XU, Ge; SEED, Brian; ROBERGE, Jacques; WO2013/152654; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, 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. 135050-44-1

2.75 g (10.8 mmol) of 3-chloro-4-iodoaniline are dissolved in 20 ml of anhydrous dioxane and admixed successively with 4.98 g (13.5 mmol) of the compound from example 92A, 103 mg (0542 mmol) of copper(I) iodide, 4.61 g (21.7 mmol) of potassium phosphate and 116 mul (1.085 mmol) of N,N’-dimethylethylenediamine. The reflux apparatus is inertized by repeated application of a gentle vacuum and flushing with argon. The reaction mixture is heated to reflux for 15 hours. After this time, it is allowed to cool to RT. It is admixed with water and extracted with ethyl acetate. The organic extract is washed successively with water and saturated sodium chloride solution. Then it is dried over anhydrous magnesium sulfate and filtered, and the filtrate is freed of the solvent under reduced pressure. The crude product thus obtained is first purified by suction filtration through silica gel with 20:1?1:4 cyclohexane/ethyl acetate as the eluent. This affords 3.12 g of a still-contaminated product which is purified further by means of preparative HPLC with an acetonitrile/water mixture. This affords 0.71 g (13% of theory) of the title compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): 7.67-7.62 (m, 4H), 7.48-7.40 (m, 6H), 6.91 and 6.81 (2 d, together 1H), 6.67 and 6.62 (2 d, together 1H), 6.50 and 6.47 (2 dd, together, 1H), 5.41 (s, broad, 2H), 4.08-4.00 (m, 1H), 3.78-3.73 (m, 1H), 3.50-3.41 (m, 1H), 3.40-3.32 (m, 1H, partly obscured by the water signal), 2.07-1.96 (m, 3H), 1.92-1.81 (m, 2H), 1.01 and 1.00 (2 s, together 9H). HPLC (Method 5): Rt=3.26 min. MS (ESIpos, m/z): 493/495 (35Cl/37Cl) (M+H)+.

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 135050-44-1.

Reference:
Patent; BAYER SCHERING PHARMA ATIENGESELLSCHAFT; US2010/298293; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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 mixture of costunolide (0.04 mmol), triethylamine (0.12 mmol) and substituted aryl iodide (0.045 mmol) in DMF (200 muL) were added Palladium (II) acetate (0.002 mmol) at room temperature under inert atmosphere. The reaction mixture was then heated at 80-90 C for 14-16 h. The progress of the reaction was monitored by TLC; it indicated consumption of reactants. The reaction mixture was brought to room temperature and diluted with water (2 mL) and resultant mixture was extracted with Et2O (2 mL x 5). The combined organic layers were evaporated under reduced pressure and dried over Na2SO4 to get the crude mixture, which was purified by column chromatography using (100-200 silica gel mesh) to yield pure compounds.

The synthetic route of 4-Iodo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vadaparthi, P. R. Rao; Pavan Kumar; Kumar; Venkanna; Lakshma Nayak; Ramakrishna; Babu, K. Suresh; Medicinal Chemistry Research; vol. 24; 7; (2015); p. 2871 – 2878;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-75-9, The chemical industry reduces the impact on the environment during synthesis 624-75-9, name is 2-Iodoacetonitrile, I believe this compound will play a more active role in future production and life.

General procedure: Individual solutions of secondary N-alpha-trimethylsilylmethyl-N-benzylamines19 (5mmol) in acetonitrile (100mL) containing K2CO3 (10mmol) and 2-iodoacetonitrile (4.5mmol) were stirred for 12hat room temperature and concentrated in vacuo to give residues that were partitioned between water and CH2Cl2. The CH2Cl2 layers were dried and concentrated in vacuo to afford residues that were subjected to silica gel column chromatography (EtOAc/hexane=1: 15 – 1: 30) to yield corresponding alpha-aminonitiriles 11a18 (91%), 11b (74%), 11c (78%), 11d (85%), 11e (75%), 11f (75%), 11g (74%), 11h (75%), 11i (78%), 11j (78%) and 11k (66%).

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

Reference:
Article; Lim, Suk Hyun; Cho, Dae Won; Choi, Jungkweon; An, Hyunjun; Shim, Jun Ho; Mariano, Patrick S.; Tetrahedron; vol. 73; 44; (2017); p. 6249 – 6261;,
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. 88-67-5, name is 2-Iodobenzoic acid, A new synthetic method of this compound is introduced below., 88-67-5

Ethanol (50.0 mL), H2SO4 (0.5 mL) and 2-iodobenzoic acid (2.00 mg, 8.06mmole) were added into an oven-dried 100 mL round-bottomed flask. Thereaction was run at 78 C for 2.5 hours. After the reaction was complete, thesolvent was removed in vacuo by rotary-evaporatory. The resulting residue was diluted withethyl acetate (30 mL) and then washed with saturated sodium bicarbonate solution (40 mL). Theaqueous phase was then extracted with ethyl acetate (30 mL). The combined organic layers werewashed with water (30 mL) followed by drying over MgSO4 and concentration in vacuo usingrotary-evaporator. The desired product (1.94 g, 88 %) was obtained as light yellow oil withoutfurther purification: IR (ZnSe) nu (cm-1): 3062 (w), 2980 (m), 1719 (s), 1101 (s), 1561 (s), 1042(s), 737 (s), 686 (s); 1H NMR (300 MHz, CDCl3) delta 1.42 (t, J = 7.2, 3H), 4.41 (q, J = 7.2, 2H), 7.15 (dt, J = 7.2, 1.5, 1H), 7.41 (dt, J = 7.5, 1.2, 1H), 7.99 (dd, J = 7.8, 0.9, 1H), 7.80 (dd, J =7.5, 1.5, 1H); 13C NMR (300 MHz, CDCl3) delta 13.6, 60.5, 93.9, 127.0, 130.7, 131.1, 136.1, 143.2,167.0.

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:
Article; Damkaci, Fehmi; Altay, Esra; Waldron, Matthew; Knopp, Michael A.; Snow, David; Massaro, Nicholas; Tetrahedron Letters; vol. 55; 3; (2014); p. 690 – 693;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com