Author: Jessica.F

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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodo-4-methylaniline

General procedure: A mixture of 2-iodoaniline 1 (1 mmol), benzylamine 2 (1.2 mmol), sulfur powder (6 mmol), DABCO (2 mmol), Cu(OAc)2.H2O (0.02 mmol), and 1,10-phenanthroline (0.02 mmol) was stirredin DMSO (5 mL) at 100 C. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature, water (20 mL) was added, and then the aqueous solution was extracted with ethyl acetate (3 15 mL). The organic layers were combined, dried over anhydrous MgSO4, the filtrate was concentrated under vacuum and then the residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate (10:1 to 14:1) on silicagel to provide the desired product.

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 29289-13-2.

Reference:
Article; Wang, Rui; Ding, Yong-Liang; Liu, Hong; Peng, Shu; Ren, Jie; Li, Lei; Tetrahedron Letters; vol. 55; 4; (2015); p. 945 – 949;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 124700-40-9, name is 2-Fluoro-4-iodobenzoic 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 124700-40-9, category: iodides-buliding-blocks

a. Methyl 2-fluoro-4-iodobenzoate (2). A modified procedure of Kakuta and co-workers was followed.2 2-Fluoro-4-iodobenzoic acid (5.35 g, 20.1 mmol) was dissolved in methanol (30 mL, 741 mmol) was added thionyl chloride (2.6 mL, 35.8 mmol), dropwise at 0 C with stirring. The reaction solution was then refluxed in an oil bath at 85 C for 1 hr. Excess methanol was removed in vacuo, and benzene (20 mL) was added to the residue and then removed in vacuo. To the residue was added ethyl acetate (150 mL), and the organic layer was washed with saturated NaHCO3 (200 mL) and brine (60 mL) and then dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography (150 mL Si02, ethyl acetate:hexanes 1:48) to give 2 (5.3066 g, 94%) as a white crystalline solid, m.p. 76-78 C: 1H NMR (400 MHz, CDC13) 7.63 (t, J = 8.0, 1 H), 7.56 (dd, J= 8.4, 1.6, 1 H), 7.53 (dd, J = 10.0, 1.2, 1 H), 3.92 (s, 3H); ?3C NMR (100.6MHz, CDC13) 164.4, 164.3, 162.3, 159.7, 133.5, 133.4, 133.0, 126.5, 126.3, 118.2, 118.1, 99.8, 99.7, 52.5; JR (neat) n 2952, 1700, 1595, 1561 cm?; LC-FAB-MS (M)+ calcd for C8H6F102279.9397, found 279.9394.

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

Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2043-57-4, 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 2043-57-4 as follows.

General procedure: 2-(Perfluorodecyl)ethyl iodide (5.26 g, 7.81 mmol), 4-mercaptophenol (0.94 g, 7.44 mmol), andK2CO3 (2.06 g, 14.88 mmol) was added in acetone (80 mL) in a 200 mL recovery flask, and theresulting mixture was heated at reflux for 3 days. The reaction mixture was allowed to cool toroom temperature. After 1 N HCl aqueous solution was added to the mixture until pH ? 3,saturated NaCl aqueous solution (100 mL) was added to it and the resulting solution wasextracted with EtOAc (100 mL × 3). The organic layers were combined and dried with MgSO4,and after filtration, the filtrate was concentrated using a rotary evaporator under reduced pressure.The crude product was purified by silica gel column chromatography (eluent: CHCl3) to give A-10 (3.00 g, 4.46 mmol) in 60% yield as colorless powder.

According to the analysis of related databases, 2043-57-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yoshida, Tomohiro; Hirakawa, Tomomi; Nakamura, Toru; Yamada, Yasuhiro; Tatsuno, Hiroko; Hirai, Masayuki; Morita, Yuki; Okamoto, Hiroaki; Bulletin of the Chemical Society of Japan; vol. 88; 10; (2015); p. 1447 – 1452;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 16355-92-3, 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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows.

Measured into a 2-liter four-necked flask provided with a stirring device, a thermometer, and a reflux condenser were 197 g (0.5 mol) of 1,10-diiododecane, 520 g (4 mol) of ethyl acetoacetate, 1 L of ethanol, and 89.8 g (0.65 mol) of potassium carbonate, with reaction subsequently being allowed to take place for four hours under total reflux.After the reaction was completed, the ethanol, which was used as the solvent, was removed by distillation, and the remaining liquid was cooled to room temperature and subjected to liquid separation by adding 700 ml of 5% sulfuric acid. After the surplus of ethyl acetoacetate was removed by reduced pressure distillation of the organic layer at the upper layer. As a result, 237 g of an oily substance containing diethyl-2,13-bisacetyl-1,14-tetradecandioate was obtained.

The chemical industry reduces the impact on the environment during synthesis 1,10-Diiododecane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Doya, Masaharu; US2011/172465; (2011); 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. 914225-70-0, name is 1-(5-Fluoro-2-iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Safety of 1-(5-Fluoro-2-iodophenyl)ethanone

Under a nitrogen atmosphere, a solution of compound 1 (2.6 g, 10 mmol) in methanol (50 mL) was cooled in an ice-water bath, into which NaBH4 (0.38 g, 10 mmol) was poured slowly, and continued to react at 0C for 5 minutes. 0.5M HCl solution was added dropwise slowly until no bubbles appeared in the reaction system. The reaction solution was adjusted to pH > 7 with saturated sodium bicarbonate solution, and extracted with ethyl acetate to obtain 2.6 g of a white solid product with a yield of 99%. LC-MS (APCI): m/z = 267 (M+1)+; 1H NMR (300 MHz, CDCl3)(delta/ppm)7.76-7.71 (m, 1H), 7.35-7.31 (m, 1H), 6.78-6.72 (m, 1H), 5.05-4.99 (m, 1H), 1.45 (d, J=6.0 Hz, 3H).

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; Shenzhen Targetrx, Inc.; WANG, Yihan; LI, Huanyin; (30 pag.)EP3415518; (2018); 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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-iodobenzoic acid

General procedure: The reaction of 2-iodobenzoic acid derivatives 1 and carbodiimides derivatives 2 is representative: A round bottom flask was added with 2-iodobenzoic acid derivatives 1 (0.50 mmol), carbodiimides derivatives 2 (1.0 mmol), Cu2O (0.25 mmol), in DMSO (2.5 mL). The reaction mixture was allowed to stir at 90 C for 18 hours. After completion of reaction, the reaction mixture was cooled to room temperature, quenched with 1M HCl, extracted with EtOAc, and DMSO was moved by distilled water. The combined organic layers were washed with brine and dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography to provide quinazolinediones derivatives 3.

The synthetic route of 21740-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Duangjan, Chanikan; Rukachaisirikul, Vatcharin; Saithong, Saowanit; Kaeobamrung, Juthanat; Tetrahedron Letters; vol. 59; 39; (2018); p. 3537 – 3540;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, 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 689291-89-2, Quality Control of 5-Bromo-2-iodobenzaldehyde

Compound 12 (1.62 g, 5.20 mmol), triisopropylsilylacetylene (1.15 mL, 0.950 g, 5.20 mmol), PdCl2(PPh3)2 (46 mg, 0.065 mmol), and CuI (25 mg, 0.13 mmol) were added to Et3N (20 mL). The solution was bubbled with N2 at rt for 5 min and then stirred at rt and under N2 protection for 24 h. After the reaction was completed as checked by TLC analysis, the solvent was removed by rotary evaporation. The resulting residue was diluted with CHCl3. The mixture was filtered through a MgSO4 pad. The solution obtained was sequentially washed with HCl (aq 10%) and brine. The organic layer was dried over MgSO4 and concentrated under vacuum to give crude 23, which was further purified by silica flash column chromatography (hexanes/CH2Cl2, 4:1) to yield compound 23 (1.78 g, 4.87 mmol, 94%) as a colorless oil. IR (KBr) 2944, 2891, 2866, 2736, 2156, 1695, 1582, 1469, 1383 cm-1; 1H NMR (CDCl3, 500 MHz) delta 10.53 (s, 1H), 8.05 (d, J=2.0 Hz, 1H), 7.67 (dd, J=8.5, 1.5 Hz, 1H), 7.47 (d, J=8.0 Hz, 1H), 1.15 (s, 21H); 13C NMR (CDCl3, 125 MHz) delta 190.4, 137.5, 136.7, 135.4, 130.1, 125.9, 123.4, 101.1, 100.9, 18.8, 11.4; HRMS (CI) m/z calcd for C18H25BrOSi 364.0858, found 365.1071 [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:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
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 1133123-02-0 as follows. Product Details of 1133123-02-0

To a solution of 4-bromo-2-iodobenzoic acid (10.2 g) in tetrahydrofuran (100 mL)/N,N-dimethylformamide (20 mL) were added copper(I) iodide (0.592 g) and potassium carbonate (10.7 g) at room temperature, and the mixture was stirred at 40 C. for 10 min. To the reaction mixture was added 2H-1,2,3-triazole (4.29 g), and the mixture was stirred at 70 C. for 12 hr under nitrogen atmosphere. The solvent was evaporated under reduced pressure, the residue was diluted with water, and 6N hydrochloric acid (40 mL) was added thereto at 0 C. The precipitate was collected by filtration, washed with water, and added to warm ethyl acetate (300 mL). The insoluble substance was removed by filtration, the filtrate was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was dissolved in tetrahydrofuran (250 mL), and sodium tert-butoxide (3.29 g) was added thereto at 0 C. The mixture was stirred at room temperature for 16 hr under dried atmosphere, and the precipitate was collected by filtration, and washed with tetrahydrofuran (50 mL). The obtained solid was dissolved in water (40 mL), to the aqueous solution was added 1N hydrochloric acid (31 mL) at 0 C., and the mixture was stirred at the same temperature for 2 hr. The precipitate was collected by filtration, washed with cold water (20 mL), and dried to give the title compound (5.33 g). MS: [M+H]+ 267.9, 269.9.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); 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. 13194-68-8, name is 4-Iodo-2-methylaniline, A new synthetic method of this compound is introduced below., name: 4-Iodo-2-methylaniline

A solution of 4-iodo-2-methylaniline (10.0 g, 42.9 mmol) in glacial acetic acid (400 mL) was treated with a solution of NaNO2 (2.96 g, 42.9 mmol) in water (10 mL). After stirring for 6 hours, the mixture was concentrated to dryness and dissolved in ethyl acetate (EtOAc). Filtration through a pad of silica gel (EtOAc) provided the title compound (10.4 g, 99%) as a deep purple solid: ESI MS m/z 245 [M+H]+.

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; AMR TECHNOLOGY, INC.; US2009/82359; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 21740-00-1,Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

Part 2, Step A: A mixture of 5-bromo-2-iodobenzoic acid (12.6 g, 38.5 mmol), but-3- yn-2-ol (3.1 mL, 2.96 g, 42.4 mmol), ZnCl2 (5.2 g, 38.5 mmol), Pd(Ph3P)4 (2.23 g, 1.9 mmol), Et3N (16.0 mL, 11.7 g, 115.5 mmol) and DMF (80 mL) was stirred under argon at 80 C for 2 hours. After removal of the volatiles under vacuum, the residue was chromatographed (silica gel, ethyl acetate in hexanes, 0-100%) to provide the intermediate 7-bromo-3-(l-hydroxyethyl)- lH-isochromen-l-one as a brown oil (7.5 g, 72%). 1H NMR (500 MHz, CHLOROFORM- ) delta ppm 8.38-8.45 (1H, m), 7.81 (1H, dd, J=8.35, 2.05 Hz), 7.32 (1H, d, J=8.51 Hz), 6.52-6.59 (1H, m), 4.66 (1H, qd, J=6.52, 0.95 Hz), 1.54-1.60 (3H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com