Category: iodides-buliding-blocks

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 202865-85-8 as follows. Recommanded Product: 1-Bromo-4-iodo-2-methylbenzene

General procedure: General Procedure A: (0312) A mixture of an arylbromide or aryliodide (1 mmol), an arylboronic acid, aryldioxaborolane or bis(pinacolato)diboron (1.5 mmol), a palladium catalyst (0.1 mmol) and K2CO3 (2-3 mmol) was placed in a reaction vessel which was then thoroughly purged with argon. Dioxane (3 mL) and water (1.5 mL) were added, and the mixture was stirred at 80-95 C. for 1 to 4 h. After cooling to rt, the mixture was poured into EtOAc/H2O (1:1, 10 mL) and the aqueous layer was extracted with EtOAc (5 mL×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated under reduced pressure. Purification of the resultant residue by silica gel chromatography (EtOAc/heptanes) afforded the desired biaryl product.

According to the analysis of related databases, 202865-85-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Meegalla, Sanath; Player, Mark R.; Huang, Hui; Winters, Michael P.; (98 pag.)US2017/291908; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 88-82-4, A common heterocyclic compound, 88-82-4, name is 2,3,5-Triiodobenzoic acid, molecular formula is C7H3I3O2, 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.

[0120] Under an Ar atmosphere, 2,3,5-triiodobenzoic acid (44)(100 mg, 0.2 mmol) and N-(tert-butoxycarbonyl)-1,2-diaminoethane (32 muL, 0.2 mmol) were dissolved in anhydrous DMF (3 mL). Under ice-cooling, 1-hydroxybenzotriazole monohydrate (37 mg, 0.24 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (46 mg, 0.24 mmol) were sequentially added, and the mixture was stirred at room temperature for 13.5 hours. After confirming completion of the reaction by TLC (n-hexane:ethyl acetate=1:1), the reaction solution was poured into water (30 mL). The mixture was extracted with ethyl acetate (3×30 mL), and the organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated saline (50 mL) and then dried over anhydrous magnesium sulfate. After evaporation under a reduced pressure, the obtained material was recrystallized from n-hexane/ethyl acetate, to give intermediate 45 (106 mg, 82%) as a white solid. [0121] 1H-NMR (300 MHz, CDCl3) delta: 8.22 (d, J=2.0 Hz, 7.53 (d, J=2.0 Hz, 1H), 6.50 (br s, 1H), 4.91 (br s, 1H), 3.53 (q, J=5.4 Hz, 2H), 3.40 (br s, 2H), 1.44 (s, 9H).

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; NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITY; Oohashi, Toshitaka; Kakuta, Hiroki; US2015/80551; (2015); A1;,
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. 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, A new synthetic method of this compound is introduced below., Formula: C6F13I

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

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; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

20691-72-9, name is 4-Iodo-2-nitroaniline, 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. Quality Control of 4-Iodo-2-nitroaniline

4-Iodo-2-nitroaniline (35.2 g, 0.133 mol) was added in batches via an open funnel over 25 mm to a heated (65 0C) mixture of SnCl2JH2O (106.86 g, 0.465 mol) and 12 N HCl (200 ml). An additional 12N HCl (30 ml) was added and the reaction mixture was heated at 65 0C for an additional 1 h, and stirred at room temperature for 1 h. It was placed in a refrigerator for 15 h, and the precipitate was filtered. The resultant solid was transferred into a flask containing water (210 ml), cooled (ice/water), and a solution of NaOH (aq) (35 g in 70 ml of water) was added to it over 10 min with stirring. The cooling bath was removed, and vigorous stirring was continued for 45 min. The mixture was filtered and the solid was washed with water and dried in vacuo to provide iodide M47a as a tan solid (25.4 g). The product was used in the next step without further purification. 1H NMR (DMSO-dg, delta – 2.5 ppm, 500 MHz): 6.79 (d, J – 2,1H), 6.63 (dd, J = 1.9, 8.1, IH), 6.31 (d, J = 8.1, IH), 4.65 (br s, 2H), 4.59 (br s, 2H). LC/MS: Anal. Calcd. for [M+H]+ C6H8IN2: 234.97; found: 234.9.

The synthetic route of 20691-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; GOOD, Andrew, C.; GOODRICH, Jason; KAKARLA, Ramesh; LI, Guo; LOPEZ, Omar, D.; NGUYEN, Van, N.; KAPUR, Jayne; QIU, Yuping; ROMINE, Jeffrey, Lee; ST. LAURENT, Denis, R.; SERRANO-WU, Michael; SNYDER, Lawrence, B.; YANG, Fukang; WO2010/17401; (2010); 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. 34883-46-0, name is 1-Iodo-2-phenoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H9IO

Intermediate Bn (1.0 eq) was dissolved in 120 mL of anhydrous THF (0.4M), and cooled to -78 C. n-Butyllithium (n-BuLi)(2.5 M, 1.0 eq) was slowly added to the above cooled solution, and the reaction mass was stirred for 1 h. After 1 h of stirring, Intermediate An (0.7 eq) was added to the reaction solution and stirred for additional 3 h at normal temperature. After the completion of the reaction, it was quenched by saturated solution of ammonium chloride, and extracted with organic solvent. The organic layer was separated, concentrated, and recrystallized with petroleum ether to obtain a white solid product. The white solid product was analyzed by FD-MS, and the result was listed in Table 3-1. The chemical structures of Intermediates Cn-1 were listed in Table 3-1

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NICHEM FINE TECHNOLOGY CO., LTD.; WU, Hui-Ling; LIAO, Liang-Di; SHIEH, Shwu-Ju; CHEN, Chi-Chung; (145 pag.)US2018/155312; (2018); 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. 21304-38-1, name is 4-Iodobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Iodobenzene-1,2-diamine

To the solution of (S)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (0.33 g, 1.5 mmol), 4-iodo-benzene-1,2-diamine (0.35 g, 1.5 mmol) and diisopropylethyl amine (0.8 mL, 4.5 mmol) in N.N-dimethylformamide (6 mL) was added dropwise a solution of O-benzotriazol-1-yl-N,N, N’,N’-tetramethyluronium hexaflurorophosphate (0.71 g, 1.75 mmol) N,N-dimethylformamide (2 mL). The reaction mixture was stirred for 12 hours at room temperature. After adding aqueous sodium carbonate solution, the reaction mixture was extracted with ethyl acetate and the organic layer was washed with aqueous sodium carbonate solution and brine, dried over sodium sulfate, filtered, and concentrated to give a mixture of regioisomers, [(S)-1-(2-amino-4-iodo-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester and [(S)-1-(2-amino-5-iodo-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester (0.65 g, 100%).LC-MS: Calcd for C16H24IN3O3 [M+H+] 434, found 434.

According to the analysis of related databases, 21304-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Shaoqing; Huby, Nicholas J.S.; Kong, Norman; Moliterni, John Anthony; Morales, Omar Jose; US2009/48452; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 877264-43-2, A common heterocyclic compound, 877264-43-2, name is (5-Fluoro-2-iodophenyl)methanol, molecular formula is C7H6FIO, 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 1 : Compound 10 (1.89 g, 7.5 mmol), compound 29 (2.28 g, 9 mmol), and cesium carbonate (6.1 1 g, 18.7 mmol) were combined in acetonitrile (75 mL), and heated at 80C for 18 hours. The crude suspension was added to brine (400 mL) and the resulting rust colored solids were collected by filtration and rinsed with water. The partially dried solids were recrystallized from hot acetonitrile (-200 mL) to afford compound 436 (2.37 g, 75%) as an orange solid. 1H NMR (400 MHz, DMSO-d6) delta 7.92 (dd, 1 H), 7.58 – 7.69 (m, 2 H), 7.05 (td, J = 8.65, 3.24 Hz, 1 H), 6.69 (s, 2 H), 5.27 (s, 2 H). LCMS m/z 423/425 [M+H]+.

The synthetic route of 877264-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William; WO2013/132376; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

2-(2,5,7,8-Tetramethyl-(2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxy))ethan-1-ol (13) A solution of R,R,R-alpha-tocopherol (0.5 g, 1.16 mmol) in N,N-dimethylformamide (20 mL) was treated with iodoethanol (1.7 g, 10 mmol) and an excess of powdered NaOH (2.5 g, 63 mmol). The resulting yellow slurry was stirred vigorously for 24 h at room temperature. The reaction was acidified with 5 N HCl and extracted with diethyl ether (3*30 ml). The combined ether layers were washed with H2O (3*30 ml) and brine (1*30 ml), and then dried with Na2SO4. The ether solution was concentrated to a yellow oil that was purified by silica gel chromatography eluding with 30% (v/v) EtOAc and 2% acetic acid in hexanes. The resulting yellow liquid was dissolved in diethyl ether (30 ml), washed with H2O (3*20 mL) and brine (1*20 mL), and then dried with Na2SO4. The resulting solution was concentrated to a light yellow oil and dried in vacuo for 48 h. This yielded 13 as yellow oil (0.40 g, 73%). 1H-NMR (CDCl3/TMS, ppm): 0.87 (m, 12H, 4a’-, 8a’-, 12a’-, 13′-CH3), 1.0-1.6 (m, 24H, 4′-, 8′-, 12′-CH, 1′-, 2′-, 3′-, 5′-, 6′-, 7′-, 9′-, 10′-, 11′-CH2, 2a-CH3), 1.81 (m, 2H, 3-CH2), 2.07, 2.14, 2.16 (3*s, 9H, 5a-, 7a-, 8a-CH3), 2.59 (t, J=6.6 Hz, 2H, 4-CH2), 3.79 (m, 2H, OCH2), 3.94 (m, 2H, OCH2); 13C-NMR (CDCl3, ppm): 11.7, 11.8, 12.7 (5a-, 7a-, 8a-CH3), 19.6, 19.7 (CH3), 20.6, 21.0 (CH2), 22.6, 22.7 (CH3), 23.8 (2a-CH3), 24.4, 24.8 (CH2), 28.0 (CH), 31.2 (3-CH2), 32.7, 32.8 (CH), 37.3, 37.4, 37.5, 39.4, 40.0 (CH2), 63.1, 69.2 (OCH2), 75.0 (2-C), 117.8, 123.4, 126.4, 128.3 (aryl C), 149.2, 149.5 (aryl C-O); MS (CI, m/z): 475 (M+H+, Calc. for C31H54O3 474.40729).

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

Reference:
Patent; Research Development Foundation; US6703384; (2004); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2142-70-3, name is 1-(2-Iodophenyl)ethanone, 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 2142-70-3, Computed Properties of C8H7IO

General procedure: To a solution of the aryl iodide 1a-h (1 mmol) and the alkene 2or 5 (1.2 mmol) in CH3CN/H2O az. (1 M, 1 mL), triethylamine (TEA,1.2 mmol) and catalyst PdNP/-ZrPK (0.1 mol%, 1 mg) were added.The reaction mixture was stirred at 120C for 3 h with methyl acry-late (2) and for 4 h with styrene (5); the conversion of the aryliodide 1a-h was monitored by GLC analyses. The reaction mixturewas diluted with water (2 mL) and extracted with ethyl acetate(3 × 3 mL). The combined organic layers were dried with sodiumsulfate and evaporated under reduced pressure to give the products3a-h and 6a-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, 1-(2-Iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Petrucci, Chiara; Cappelletti, Matteo; Piermatti, Oriana; Nocchetti, Morena; Pica, Monica; Pizzo, Ferdinando; Vaccaro, Luigi; Journal of Molecular Catalysis A: Chemical; vol. 401; (2015); p. 27 – 34;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 27913-58-2, A common heterocyclic compound, 27913-58-2, name is 4-(4-Iodophenyl)butanoic acid, molecular formula is C10H11IO2, 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.

In one preparation, 428-aminoheptanoic acid: 10 mumol of 428 were stirred with 8 mumol of N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide (EDC) and 10 mumol of N- hydroxysuccinimide (NHS) in 50 mul of DMSO for 3 hours at 30 0C followed by addition of 20 mumol of 7-aminoheptanoic acid (Bachem) in 100 mul of 1 M NaHCO3, pH 9. The reaction was allowed to stir overnight at 30 0C. After quenching of remaining reagents with excess of Trizma base the reaction was purified by HPLC and characterized by mass spectrometry.

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; PHILOCHEM AG; WO2008/53360; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com