Month: September 2021

Application of 20691-72-9, 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. 20691-72-9 name is 4-Iodo-2-nitroaniline, 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-nitroaniline (2.64 g, 10.0 mmol)Was dissolved in 80% ethanol (60 mL)Concentrated hydrochloric acid (2.5 mL) was added.Iron powder (2.23 g, 40.0 mmol) was added,And the mixture was heated under reflux for 6 hours under stirring.After returning to room temperature,The precipitate was filtered,The solvent was distilled off under reduced pressure.After extraction with ethyl acetate (100 mL × 2) and saturated aqueous sodium hydrogen carbonate solution,The organic layer was washed with saturated brine.After dehydration with anhydrous magnesium sulfate,The solvent was distilled off under reduced pressure,The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/1 (volume ratio)) as an elution solvent,Compound 9 was obtained in a yield of 1.98 g (89.1%).

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

Reference:
Patent; Kyoto University; Nihon Medi-Physics Co.,Ltd.; Saji, Hideo; Ono, Masahiro; Inohara, Tadashi; Seki, Ikuya; (24 pag.)JP2016/79108; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 612-55-5, name is 2-Iodonaphthalene, 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 612-55-5, Recommanded Product: 2-Iodonaphthalene

General procedure: A definite amount of palladium catalyst and base were placed in an oven dried 25 mL Schlenk tube, and the reaction vessel was evacuated and filled with nitrogen for three times. Aromatic halide(0.5 mmol), phenylboronic acid (0.75 mmol), and solvent (5.0 mL) were added with a syringe, and the resulting mixture was stirred at 100 C for a desired time. After cooled down to room temperature, the reaction mixture was filtered and washed with brine and diethyl ether. The combined organic layers were washed with a saturated solution of sodium hydrogen carbonate and then with brine,dried over Na2SO4. Solvent was removed under a reduced pressure,and the reaction products were purified by silica gel chromatography with a mixture of n-hexane and ethyl acetate

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, 2-Iodonaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Liyu; Gao, Zhiqiang; Li, Yingwei; Catalysis Today; vol. 245; (2015); p. 122 – 128;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 355-43-1, 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 355-43-1 as follows.

Example 3: Synthesis of sodium perfluorohexylsulphinate: C2F5-(CF2-CF2)2-S02Na [5] 52 g (0.3 mol) of sodium dithionite (Na2S204) are added to a jacketed reactor heated using a thermostatically-controlled bath which is equipped with a mechanical stirrer, an upright reflux condenser, a dropping funnel and a temperature probe and which contains 16 g (0.15 mol) of sodium carbonate (Na2C03) dissolved in 480 g of demineralized water. After dissolution, 89.2 g (0.2 mol) ofC6F131, in solution in 120 g of ethanol, are added thereto dropwiseover ‘/2 hour; the two-phase mixture obtained is brought to reflux (76 C) for 1h 30, giving a homogeneous colourless solution. After cooling, this solution is poured onto 180 g of ethyl acetate and 400 g of a saturated aqueous NaCl solution. After separating by settling, the organic phase is washed with a saturated NaCl solution and dried over Na2S04. The solvent is subsequently removed by distillation on a rotary evaporator under reduced pressure. The white solid recovered (79 g, Yd 97%) isC6F13S02Na [5] (MS/negative electrospray: peak at 383 = C6F13SO2-; NMR purity 97%).

According to the analysis of related databases, 355-43-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARKEMA; WO2005/121060; (2005); 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. 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H2Br2I2

Under nitrogen atmosphere, 1,4-dibromo-2,5-diiodobenzene (3.0 g, 6.2 mmol) was dissolved in diisopropylamine (45 ml) and anhydrous benzene (45 ml), followed by stirring for 30 minutes. Copper iodide (235 mg, 0.12 mmol), PdCl2(PPh3)2 (430 mg, 0.61 mmol), and 1-dodecene (1.9 ml, 12.9 mmol) were added to the mixture, followed by stirring at room temperature for 14 hours. The reaction liquid was poured into water and extracted with chloroform, and the obtained organic layer was washed with 200 ml of water three times. The resulting organic layer was dried over anhydrous sodium sulfate and purified by a column chromatography (silica gel and methylene chloride:hexane = 1:3), followed by recrystallization in ethanol, thereby colorless powdery 1,4-dibromo-2,5-bis(octyne-1-yl)benzene was obtained (1.56 g, yield: 56%). 1H-NMR (400 MHz, CDCL3) delta7.59 (s, 2H) 2.45 (t, J=7.2 Hz, 4H) 1.65-1.23 (m, 32H) 0.88 (t, J=6.4 Hz, 6H)

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 63262-06-6.

Reference:
Patent; Nippon Kayaku Kabushiki Kaisha; Hiroshima University; EP2147923; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 401-81-0, The chemical industry reduces the impact on the environment during synthesis 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure for N-arylation of amines:The N-nucleophile (1.47 mmol), Cu2O (Sigma-Aldrich, 99.99% purity, 0.147 mmol), K3PO4 (2.94 mmol), the aryl halide (1.76 mmol), phase transfer catalyst (0.147 mmol) and water (0.75 mL) were added to a reaction vial and a screw cap was fitted to it. The reaction mixture was stirred under air in a closed system at 130 C for 24 h, then the heterogeneous mixture was cooled to RT and diluted with dichloromethane. The resulting solution was directly filtered through a pad of Celite. The combined organic extracts were dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography to afford the N-arylated product. The identity and purity of all products was confirmed by 1H and 13C NMR spectroscopic analysis.

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-Iodo-3-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yong, Fui-Fong; Teo, Yong-Chua; Tay, Siew-Hoon; Tan, Bryan Yong-Hao; Lim, Kim-Huat; Tetrahedron Letters; vol. 52; 11; (2011); p. 1161 – 1164;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3032-81-3, A common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, molecular formula is C6H3Cl2I, 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.

Example 87BN-[(2Z)-3-(3,5-dichlorophenyl)-5-methyl-1,3-thiazol-2(3H)-ylidene]-2,2-dimethylpropanamide; In a 4 mL vial charged with a stir bar, 2,2-dimethyl-N-(5-methyl-1,3-thiazol-2-yl)propanamide (71 mg, 0.35 mmol) was added, followed by copper(I) trifluoromethanesulfonate benzene complex (35 mg, 0.07 mmol), 5-chloro-1,10-phenanthroline (30 mg, 0.14 mmol) and cesium carbonate (126 mg, 0.39 mmol). A loose cap with septum was placed on the vial and the vial was placed under vacuum in a vacuum oven for 30 minutes. The solid mixture was purged with nitrogen gas a couple of times. Then 1,3-dichloro-5-iodobenzene (115 mg, 0.42 mmol) dissolved in 1-methyl-2-pyrrolidinone (1.0 mL) was added to the solid mixture. The vial was capped and placed on a heater/stirrer and heated to 120° C. overnight. Then a 1 mL solution of concentrated ammonium hydroxide/water (1:2) was added. The reaction was filtered and concentrated to dryness. The residue was purified by reverse phase HPLC (C8, gradient 10-100percent acetonitrile/water/0.1percent trifluoroacetic acid).1H NMR (500 MHz, DMSO-d6/D2O) delta ppm 1.08-1.12 (m, 9H) 2.25-2.31 (m, 3H) 7.41-7.47 (m, 1H) 7.68 (t, 1H) 7.81-7.85 (m, 2H); MS (ESI) m/z 343 (M+H)+.

The synthetic route of 3032-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/163470; (2009); 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. 620-05-3, name is (Iodomethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7I

General procedure: To a stirred solution of compound 12 (120 mg, 0.25 mmol, 1 equiv.) in THF (10 mL) was added freshly prepared Ag2O (174 mg, 0.75 mmol, 3 equiv.) and MeI (51 muL, 1.25 mmol, 5 equiv.), then the resulting reaction mixture was stirredat 50 C for 3 hours. After been cooled to room temperature, the reaction mixture was filtered, and the filtrate was concentrated in vacuo. The resulting residue was purified by silica gel flash chromatography (hexanes : EtOAc = 2:1) to give the desired products. Compound 15 (79 mg, 63%): 1H NMR (500 MHz, CDCl3) delta 7.80 (d, J = 7.5 Hz, 2H),7.64 (d, J = 7.5 Hz, 2H), 7.49 – 7.28 (m, 9H), 5.78 (d, J = 8.7 Hz, 1H), 5.20 (dd,J = 31.7, 12.1 Hz, 2H), 5.02 (dd, J = 8.7, 3.1 Hz, 1H), 4.45 (dd, J = 7.1, 1.5 Hz,2H), 4.32 – 4.21 (m, 2H),3.90 – 3.79 (m, 1H), 3.61 (s, 3H), 3.54 – 3.44 (m, 2H), 1.25 (t, J = 7.5 Hz, 3H);13C NMR (126 MHz, CDCl3) delta 169.70, 168.45, 155.83, 143.87, 143.69, 141.34,134.82, 128.57, 128.53, 127.78, 127.12, 125.13, 120.03, 78.77, 67.90, 67.55,67.32, 56.08, 52.08, 47.14, 14.97; HRMS: calculated for C29H30NO7+ [M+H+]: 504.2017; found: 504.2023. Compound 16 (128 mg, 91%): 1H NMR (500 MHz, CDCl3) delta 7.86 – 7.75 (m, 2H), 7.70 – 7.55 (m, 2H), 7.47 – 7.30 (m, 14H), 5.75 (d, J = 8.6 Hz, 1H), 5.22(dd, J = 30.8, 12.1 Hz, 2H), 5.06 (dd, J = 8.6, 2.9 Hz, 1H), 4.95 (d, J = 11.9 Hz,1H), 4.56 (s, 1H), 4.48 – 4.31 (m, 3H), 4.25 (t, J = 7.2 Hz, 1H), 3.64 (s, 3H); 13CNMR (126 MHz, CDCl3) delta 169.55, 168.37, 155.68, 143.91, 143.72, 141.35, 141.32, 136.76, 134.78, 128.62, 128.58, 128.57, 128.23, 128.21, 127.81, 127.15,125.21, 125.17, 120.07, 73.21, 68.01, 67.37, 56.13, 52.17, 47.12, 26.57; HRMS: calculated for C34H32NO7+ [M+H+]: 566.2173; found: 566.2175.

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, Long; Wang, Bo; Bi, Cheng; He, Gang; Chen, Gong; Chinese Chemical Letters; vol. 29; 7; (2018); p. 1113 – 1115;,
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. 17024-12-3, name is 9-Iodophenanthrene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 17024-12-3

Mixed under argon flow were 73 g of 4-bromodiphenylamine (A4), 135 g of 9-iodophenanthrene, 34 g of sodium t-butoxide (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 4 g of bis(triphenylphosphine)palladium dichloride (manufactured by Tokyo Kasei Kogyo Co., Ltd.) and 1.5 liter of xylene, and they were reacted at 130C for 12 hours. Water was added to the reaction liquid, and the mixture was filtered through celite, followed by carrying out separation thereof with toluene. The oil layer was concentrated under reduced pressure to obtain crystal. This was refined through a column and then dissolved in toluene, and hexane was added thereto to reprecipitate crystal. It was filtered and then dried to obtain 82 g of N-(4-bromophenyl)-N-phenyl-9-aminophenanthrene (B3).

The synthetic route of 17024-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1559706; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-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.

V-Benzyl-2~iodo-5~methoxybenzamide (1.61 g, 4.38 mmol), 4-fluoror~2-iodoamline (867 mg, 3.66 mmol), copper (I) iodide (139 mg, 0.73 mmol), and potassium carbonate (1.26 g, 9.12 mmol) were taken up in anhydrous DMSO (24 mL) and the resulting reaction mixture and the resulting reaction mixture was first stirred at 80 C for 2 hours, followed by heating to 135 C for another 16 hours. After cooling to room temperature, the mixture was filtered over celite and concentrated. Tire residue was diluted with an excess of Et?0 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0: 100 to 100:0; then EtOAc : DCM = 0: 100 to 25:75) to give l0-Benzyl-8-fuoro-2-methoxy-5,10-dihydro-l IH- dibenzo[6,ej[1 ,4]diazepin~ l~one (565 mg, 44%) as a light yellow foam.

Statistics shows that 4-Fluoro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 61272-76-2.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164947; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 627-31-6, 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 627-31-6 as follows.

Methyl 2-(4-bromo-2-nitrophenyl)acetate (2 g, 7.3 mmol, Eq: 1) and 1,3-diiodopropane (2.45 g, 956 mu, 8.03 mmol, Eq: 1.10) were combined with dimethylformamide (20 ml) at 0 C. Sodium hydride (1.17 g, 29.2 mmol, Eq: 4.00) was slowly added. The dark blue reaction mixture was heated to room temperature and stirred for 16h. The reaction mixture was poured into water and extracted with ethyl acetate (3x). The organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. (0328) The residue was purified by chromatography on silica gel to afford the desired product as a brown solid (285 mg, 12 %).

According to the analysis of related databases, 627-31-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAUFRETEAU, Delphine; HILPERT, Hans; HUMM, Roland; KOLCZEWSKI, Sabine; MUSER, Thorsten; PLANCHER, Jean-Marc; STOLL, Theodor; (63 pag.)WO2017/76932; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com