Category: iodides-buliding-blocks

Application of 60577-34-6, These common heterocyclic compound, 60577-34-6, name is 4-Iodo-N-methylaniline, 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: A 50 mL round bottom flask was charged with compound 12 (1 equivalent), CuI (0.40.5 equivalents), anhydrous K2CO3 (2-4 equivalents), pipecolinic acid (0.81.0 equivalents) and appropriate iodobenzene (2-3 equivalents). The flask was connected to a vacuum for 3 min, followed by addition of anhydrous DMF using a syringe. The flask was purged with argon for 5 min and then heated in an oil bath maintained at 110 C. On heating, the color of the suspension turned orange/pink, and this color change lasted for about 2 h. The reaction was stirred for an additional 22 h at 110 C. The reaction mixture was then allowed to cool to room temperature. Ethyl acetate (25 mL) was added, and the mixture was poured into water (100 mL). The product was extracted with ethyl acetate (100 mL × 2). The combined organic extracts were washed with brine (100 mL) and dried (anhydrous Na2SO4) and concentrated under reduced pressure. Silica gel (500 mg) was added and the solvent evaporated to obtain a plug, which was purified by column chromatography using hexanes and ethyl acetate (10:1 to 2:1). Fractions containing the product (TLC) were pooled and evaporated to afford 14, 17, and 18 in 27-36% yield.

The synthetic route of 60577-34-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Devambatla, Ravi Kumar Vyas; Choudhary, Shruti; Ihnat, Michael; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry Letters; vol. 28; 18; (2018); p. 3085 – 3093;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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 811842-30-5, category: iodides-buliding-blocks

A solution of 4-ethynylaniline (820 mg, 7 mmol), 2-bromo-1-fluoro-4-iodobenzene (2.1 g, 7 mmol), copper(I) iodide (8 mg, 0.04 mmol) and bis(triphenylphosphine)palladium(II) dichloride (30 mg, 0.04 mmol) in a 2:1 mixture of tetrahydrofuran and triethylamine (18 mL) was stirred at room temperature under an atmosphere of argon overnight. The reaction mixture was concentrated in vacuo and the residue partitioned between dichloromethane (100 mL) and water (75 mL). The organic phase was separated and the aqueous phase extracted with dichloromethane. The combined organics were concentrated and purified by column chromatography, using 0-30% ethyl acetate in heptane as the eluent.Recrystallization from diethyl ether/heptane gave 1.42 g (70% yield) of the title compound: 1H NMR (DMSO-d6) 7.80 (dd, J=6.8, 2.0 Hz, 1H), 7.52-7.48 (m, 1H), 7.38 (t, J=8.8 Hz, 1H), 7.22-7.18 (m, 2H), 6.58-6.54 (m, 2H), 5.60 (br s, 2H); MS (ES) m/z 290, 292 [M+H]+.

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; Astex Therapeutics Limited; AstraZeneca AB; US2008/287460; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 33348-34-4, The chemical industry reduces the impact on the environment during synthesis 33348-34-4, name is 4-Amino-3-iodobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 2-iodoanilines (1.0 mmol), THF (3 mL), and t-BuOK (3 mmol) was stirred in a 10-mL sealed Schlenk tube for 5 min, and then dimethylthiocarbamoyl chloride (1.2 mmol) and CuBr (10 mol %) were added. The reaction mixture was heated at 60 C until completion as indicated by TLC. Then the mixture was cooled down to room temperature and quenched with sat. NH4Cl solution (5 mL). The aqueous phase was extracted with EtOAc (3 x10 mL). The combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

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, 4-Amino-3-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chang, Cai-Zhu; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Zhu, Hui; Dong, Zhi-Bing; Synthetic Communications; vol. 47; 13; (2017); p. 1262 – 1267;,
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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Iodobenzonitrile

General procedure: To an oven-dried, Ar-flushed Schlenk flask, equipped with a magneticstir bar, was added a solution of Zn species 2 (2.0 mL, 0.5 Min THF, 1.0 mmol, 1.0 equiv). Pd(OAc)2 (4.5 mg, 0.02 mmol, 0.02equiv) and X-Phos (19 mg, 0.04 mmol, 0.04 equiv) were added, followedby aromatic halide substrate 3 (0.7 equiv). The mixture wasstirred at 50 °C for 1 h and then poured into a solution of NH4Cl?EtOAc (25 mL/25 mL). The crude product was separated and the aqphase extracted with EtOAc (3 × 25 mL). The combined organiclayers were dried over MgSO4, filtered and concentrated in vacuo.

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 4387-36-4.

Reference:
Article; Blanc, Romain; Groll, Klaus; Bernhardt, Sebastian; Stockmann, Paul N.; Knochel, Paul; Synthesis; vol. 46; 8; (2014); p. 1052 – 1058;,
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. 620-05-3, name is (Iodomethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., name: (Iodomethyl)benzene

General procedure: A mixture of p-tert-butylcalix[4]arene (1 mmol), potassium carbonate (4 mmol), potassium iodide (20 mol%) in acetonitrile (30 mL) was refluxed at 85 C temperature for 30 min. The reaction mixture was cooled to room temperature and alkyl halide (2.1 mmol) was added to it followed by refluxing (4 mmol for 2m, 2p). The progress of the reaction was monitored byTLC (ethyl acetate/hexane 3:7). After completion, the reaction was cooled to room temperature and the contents were filtered. Solvent was evaporated on a rotary evaporator. The residue obtained was dissolved in chloroform and extracted with water.Chloroform layer was washed with NaCl (brine) and dried over sodium sulfate. Chloroform was evaporated under reduced pressure by using rotary evaporator and the precipitate obtained was recrystallized (chloroform/methanol, 3:7) to afford pure calixarene derivatives.

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 620-05-3.

Reference:
Article; Arora, Lakhbeer Singh; Chawla, Har Mohindra; Shahid, Mohammad; Pant, Nalin; Organic Preparations and Procedures International; vol. 49; 3; (2017); p. 228 – 235;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products 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.

in room temperature,A mixture of 2,4,6-trimethyliodobenzene (1.2 mmol, 3 equiv)Elemental selenium (1.2 mmol, 3 equiv),5-phenyl-1,3,4-oxadiazole (0.4 mmol, 1 equiv),Cu (OAc) 2 (0.04 mmol),Potassium carbonate (1.2 mmol, 3 equiv) was added to the reaction tube,Then filled with nitrogen, and replaced three times, in the nitrogen reaction environment,Then, 2 mL of DMF was added to the reaction solvent and stirred at 140 ° C for 24 h.After the reaction was monitored by thin layer chromatography, the reaction mixture was cooled,Then diluted with ethyl acetate, and the diluted solution was transferred to a separatory funnel,Extracted with saturated brine, separated from the aqueous phase and organic phase, and then extracted with ethyl acetate 3 times,The organic phases were combined, 5 g of anhydrous sodium sulfate was added,Wash the filter cake with 5 mL of ethyl acetate each time 3 times, then spin off the solvent,The product was isolated by column chromatography (eluent: petroleum ether: ether = 98: 2)The product was a yellow solid, yield 90percent, product weight 123 mg.

The synthetic route of 4028-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University; Wu Ge; (23 pag.)CN107056727; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

847685-01-2, name is 4,5-Difluoro-2-iodoaniline, 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. Formula: C6H4F2IN

General procedure: Pd(PPh3)2Cl2 (28 mg, 0.04 mmol), CuI (17 mg, 0.09 mmol) and Et3N (3mL) were added to a stirred solution of iodoaniline 2(b-f) or 2-iodoaniline (7) (1 mmol), 2-methylbut-3-yn-2-ol (126 mg, 1.5 mmol) in dry MeCN (10mL) at room temperature under an argon atmosphere. The mixture was heated at 50C for 2 h with stirring. The reaction mixture was allowed to cool down to room temperature, and CH2Cl2 (10 mL) was added. The mixture was poured into H2O (40 mL) and extracted with CH2Cl2 (3× 50mL). The combined organic layers were washed with H2O (40 mL) and dried (MgSO4). The evaporation of the solvent in vacuo gave the crude product 3(b-f) or 4-(2-aminophenyl)-2-methylbut-3-yn-2-ol (8) that was used without further purification (the 1H and 19F NMR spectra agreed with the literature data [11,12]).

The synthetic route of 847685-01-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Politanskaya, Larisa V.; Chuikov, Igor P.; Tretyakov, Evgeny V.; Shteingarts, Vitalij D.; Ovchinnikova, Ludmila P.; Zakharova, Olga D.; Nevinsky, Georgy A.; Journal of Fluorine Chemistry; vol. 178; (2015); p. 142 – 153;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 123158-75-8,Some common heterocyclic compound, 123158-75-8, name is 4-Chloro-2-iodo-6-nitroaniline, molecular formula is C6H4ClIN2O2, 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.

(Step 1)2-Iodo-4-chloro-6-nitro-phenylamine (10.0 g, 33.50 mmol) of was dissolved in 200 ml of tetrahydrofuran, and 3.97 g (50.25 mmol) of pyridine and 7.74 g (36.85 mmol) of trifluoroacetic anhydride were added. The mixture was stirred for 9 hours at 0 C.room temperature. At the end of reaction, the reaction mixture was diluted with water and extracted with ethylacetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and separated by column chromatography to obtain trifluoroacetamide 12.3 g (Yield 85%).

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

Reference:
Patent; Kim, Soon Ha; Kim, Hyoung Jin; Chung, Chul Woong; Park, Heui Sul; Kwak, Hyo Shin; Kim, Sung Ho; Park, Jin Gu; US2010/291533; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 135050-44-1, A common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, molecular formula is C6H5ClIN, 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.

STEP D: 2-chloro-2′-methyl-4′-(trifluoromethyl)-[1,1′-biphenyl]-4-amine 3-Chloro-4-iodoaniline (3.0 g, 11.8 mmol), (2-methyl-4-(trifluoromethyl)phenyl)boronic acid (2.9 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.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chakravarty, Devraj; Greco, Michael; Shook, Brian; Xu, Guozhang; Zhang, Rui; US2012/302641; (2012); 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. 630384-36-0, name is Methyl 1-(4-iodophenyl)cyclopropanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H11IO2

To a mixture of compound LII-4 (0.604 g, 2 mmol) and compound LII-6 (0.4 g, 4 mmol) in DMF (10 mL) and TEA (2 mL) was added Cul (0.04 g, 0.2 mmol) and Pd(PPh3)2Cl2 (0.14 g, 0.2 mmol). The mixture was purged with nitrogen for 5 minutes and stirred under N2 at room temperature overnight. The mixture was diluted with water (20 mL) and extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE: EA = 20: 1) to afford compound LII-7 (0.48 g, yield: 88%).

According to the analysis of related databases, 630384-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com