Tag: M.W=200-300

Synthetic Route of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Apparatus set-up: (0416) A 10 L 3 -necked round-bottomed flask, equipped with a mechanical overhead stirrer, reflux condenser, nitrogen inlet and exhaust. (0417) Experimental Procedure: (0418) Intermediate 3 (200 g, 0.644 mol) and intermediate 4 (190.9 g, 0.644 mol) were taken in 1, 2-dimethoxy ethane (2 L). (0419) Sodium carbonate solution (136.5 g, 1.288 mol, dissolved in 1 L of water) was added. (0420) The reaction mixture was degassed with nitrogen for an hour. (0421) Pd(PPh3)4 (7.44 g, 0.00644 mol) was added and heated at 100 C for 18 h. (0422) After completion of the reaction, it was filtered through a Florosil-silica plug and concentrated. (0423) The residue was dissolved in ethyl acetate (2 L), washed with water (1 L), brine (1 L), dried over sodium sulphate and concentrated. The crude product (200 g) was purified by silica column chromatography using hexane as an eluent to get 160 g of Intermediate D with 93 % HPLC purity. (0424) It was again purified by hot acetonitrile crystallization to get 135 g of Intermediate D with 97 % HPLC purity. (0425) It was further purified by hot acetonitrile crystallization to get 130 g of Intermediate D with 98.22 % HPLC purity. (0426) 130 g of Intermediate D at 98.22 % HPLC purity was crystallized with hot ethyl acetate/ methanol (1: 1.5) to get 100 g of Intermediate D with 98.9 % HPLC purity. (0427) 100 g of Intermediate D at 98.9 % HPLC purity was crystallized with hot ethyl acetate/ methanol (1: 1) to get 60 g of Intermediate D with 99.79 % HPLC purity. (0428) Filtrate obtained from all the above crystallizations were combined and concentrated to get 55 g at 97.2 % HPLC purity. (0429) 55 g of Intermediate D 97.2 % HPLC purity was crystallized with hot ethyl acetate/ methanol (1:0.8) to get 24 g of Intermediate D with 99.81 % HPLC purity. (0430) 24 g of Intermediate D at 99.81 % purity and 60 g of 99.79 % purity were combined, dissolved in dichloromethane (500 mL), heated to 45 C, filtered the hot solution and concentrated to get 80.5 g of Intermediate D with 99.70 % HPLC purity as white solid. (0431) ^-NMR (400 MHz, COCh): delta [ppm] 2.31 (s, 3H), 7.21 (d, / = 8.00 Hz, 1H), 7.40-7.45 (m, 2H), 7.48-7.52 (m, 3H), 7.89-7.91 (m, 2H), 8.07 (s, 1H), 8.15-8.17 (m, 1H).

The synthetic route of 5-Bromo-2-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL CO., LTD; HUMPHRIES, Martin; TARRAN, William; KAMTEKAR, Kiran; STACKHOUSE, Philip; LEE, James; (76 pag.)WO2017/153731; (2017); 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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H11I

0.3 mmol of sodium carbonate and 0.1 mmol of 1,2-bis(4-methoxyphenyl)acetylene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of (3-fluoro-4-methyl)phenyl)boronic acid, 0.3 mmol of 2-isopropyliodobenzene, and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 29.4mg of the desired product, yield 63%.

According to the analysis of related databases, 19099-54-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 26059-40-5, 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 26059-40-5 as follows.

General procedure: A magnetic stirring bar, 2-iodobenzyl alcohol (1a, 116.0 mg, 0.5 mmol), NEt3 (251.6 mg, 2.5 mmol), and MeCN (10 mL) were placed in a stainless steel autoclave equipped with an inserted Pyrex glass liner. The autoclave was closed, purged three times with carbon monoxide, pressurized with 65 atm of CO and then heated at 250 C by salt bath with stirring for 16 h. After the reaction, excess CO was discharged at room temperature. The solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (hexane/EtOAc = 3/1) to give 2a (60.4 mg, 91%) as a white solid.

According to the analysis of related databases, 26059-40-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fukuyama, Takahide; Bando, Takanobu; Ryu, Ilhyong; Synthesis; vol. 50; 15; (2018); p. 3015 – 3021;,
Iodide – Wikipedia,
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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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H3Cl2I

The compound entitled was synthesized in accordance with the following scheme.Into a 300 ml three-necked glass flask equipped with a thermometer, a reflux condenser and a stirrer, 3,5-dichloroiodobenzene 22.6 g (82.8 mmol) and dimethylformamide 200 ml were added, and argon was passed through the solution for 2 hours and 15 minutes.Then, 3,5-dichlorothiophenol 14.8 g (82.6 mmol), potassium carbonate 22.8 g (165 mmol) and cuprous iodide 1.57 g (8.24 mmol) were added, which were reacted for 3 hours at 95 to 100 °C with stirring.After completion of the reaction, the reaction mixture was cooled down to room temperature and separated with the addition of water and hexane:ethyl acetate (1:1), and the organic layer obtained was dried with anhydrous magnesium sulfate.After filtration, the filtrate was concentrated under reduced pressure, and the obtained concentrate was purified by recrystallization, simple silica-gel column chromatography (eluent; hexane) to obtain bis(3,5-dichlorophenyl)sulfide 25.4 g as white solid (isolation yield; 95percent).

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; Ube Industries, Ltd.; EP2332907; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7, 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. 6940-76-7, name is 1-Chloro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo- 2,6-dichlorophenol (10.0 g, 41.1 mmol) and l-chloro-3-iodopropane (10.1 g, 49.0 mmol) in DMF (100 mL) was added CS2CO3 (20.2 g, 61.4 mmol) at 20 C. The reaction was stirred at 70 C for 2 hours. TLC showed the reaction was completed. The resulting solution was cooled down and quenched with water (100 mL), extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine (100 mL), dried over NaiSOr. filtered and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography to give 5-bromo-l,3-dichloro-2-(3-chloropropoxy)benzene (10.0 g, yield: 76.1%) as yellow oil. NMR (400MHz, CHCb-d) d 7.46 (s, 2H), 4.16 (t, .7=5.75 Hz, 2H), 3.85 (t, .7=6.42 Hz, 2H), 2.29 (t, .7=5.93 Hz, 2H).

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-Chloro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ESSA PHARMA, INC.; THE UNIVERSITY OF BRITISH COLUMBIA; PROVINCIAL HEALTH SERVICES AUTHORITY; ZHOU, Han-Jie; VIRSIK, Peter; ANDERSEN, Raymond John; SADAR, Marianne Dorothy; JIAN, Kunzhong; GOLEC, Daniel Andrew; (220 pag.)WO2019/226991; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 618-91-7, 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 618-91-7 as follows.

General procedure: A mixture of substituted iodobenzene (2 mmol), (5-formylfuran-2-yl)boronic acid (420 mg, 3mmol, 1.5 equiv), Pd(Ph3P)2Cl2 (0.1 mmol, 0.05 equiv, 70 mg) and potassium carbonate (6 mmol,3 equiv, 828 mg) in dioxone/H2O (6 mL/2 mL) was stirred at 100 C under argon atmosphereuntil the starting material was consumed (typically 20 h). The reaction mixture was then diluted with 25 mL of saturated brine. The mixture was then extracted with EtOAc (25 mL × 2), and the organic layers were combined, dried over Na2SO4. The concentrated crude product was purifie dby column chromatography to afford c2a-e. The second step is the same as procedure A.

According to the analysis of related databases, 618-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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 solution of Ar3In or (RC?C)3In (0.37mmol, ca. 0.18M in dry THF) was added to a mixture of MCM-41-N,N-Pd(0) (25mg, 1mol%) and aryl iodide (1mmol) in dry THF (2mL) under Ar. The resulting mixture was refluxed under Ar until the starting material had been consumed (TLC). After being cooled to room temperature, the mixture was diluted with Et2O (30mL) and filtered. The palladium catalyst was washed with DMF (2×5mL), Et2O (2×5mL) and reused in the next run. The filtrate was washed with sat. aq NaHCO3 (5mL), water (3×10mL) and dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by flash chromatography on silica gel to give the desired cross-coupling product.

Statistics shows that 3-Iodobenzonitrile is playing an increasingly important role. we look forward to future research findings about 69113-59-3.

Reference:
Article; Lei, Zhiwei; Liu, Haiyi; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 852; (2017); p. 54 – 63;,
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. 127654-70-0, name is 1-Chloro-3-fluoro-2-iodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Chloro-3-fluoro-2-iodobenzene

2-Chloro-6-fluoro-iodbenzene (10 g, 39 mmol) is dissolved in sulfuric acid (conc., 17 mL) at 0 C. A mixture of nitric acid (conc, 3.2 mL) and sulfuric acid (conc., 3.2 mL) is added at 0 C. and stirring is continued for 2 h at 25 C. The reaction mixture is poured onto ice. The resulting precipitate is collected, dried and used without further purification for the next step.

The synthetic route of 127654-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Stadtmueller, Heinz; US2013/29993; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 39998-81-7, A common heterocyclic compound, 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, molecular formula is C7H6FI, 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 7: (Compound N7)2-Amino-l-ethyl-7-((R)-3-hydroxy-4-methoxy-3-methyl-but-l-ynyl)-3- (lH-imidazol-2-yl)-lH-quinolin-4-one7.1: 2-Fluoro-4-iodo-benzoic acid13.39 g (84.74 mmol) potassium permanganate were added to a suspension of 5 g (21.18 mmol) of 2-fluoro-4-iodo-toluene and 25.13 g (317.77 mmol) of pyridin in water. The mixture was heated and stirred at 70C during 18 hours. As the reaction was not finished, 3.34 g (21.18 mmol) of potassium permanganate were added to the reaction mixture at room temperature and the mixture was stirred for another 6 hours at 70C. The reaction mixture was then filtered through a celite pad, which was then washed with water and ethyl acetate. After decantation, the aqueous phase was acidified to pH =1 with an aqueous solution of HC1 6N. A white solid was first filtered and the aqueous phase extracted three times with ethyl acetate. The combined organic phases were dried over MgS04 and the solvents were evaporated off under reduced pressure. The filtered white solid and the solid extracted with ethyl acetate were combined to give 4.1 g.Yield = 73%.MH+ = 266.9 (C7H4FI02). 1H NMR (DMSO-d6, 400MHz): delta 13.49 (broad signal, 1H); 7.88 (d, 1H); 7.78 (d, 1H); 7.65 (d, 1H).

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; SANOFI; BRAUN, Alain; DUCLOS, Olivier; LASSALLE, Gilbert; LORGE, Franz; MARTIN, Valerie; RITZELER, Olaf; STRUB, Aurelie; WO2012/159959; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2996-30-7, 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. 2996-30-7, name is 3-Fluoro-4-iodonitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 36A N-(2-Fluoro-4-nitrophenyl)-1-methyl-1H-pyrrolo[2,3-b]pyridine-4-amine A solution of 260 mg (1.77 mmol) of 1-methyl-1H-pyrrolo[2,3-b]pyridine-4-amine, 566 mg (2.12 mmol) of 2-fluoro-1-iodo-4-nitrobenzene, 81 mg (0.09 mmol) of tris(dibenzylidene-acetone)dipalladium, 98 mg (0.18 mmol) of 1,1′-bis(diphenylphosphino)ferrocene and 238 mg (2.47 mmol) of sodium tert-butoxide in 8 ml of degassed toluene is stirred at 100 C. overnight. After cooling to RT, the reaction mixture is applied directly to a silica gel column and separated (mobile phase: cyclohexane/ethyl acetate 10:1 to 1:1). Yield: 210 mg (42% of theory) LC-MS (Method 8): Rt=1.89 min. MS (ESI pos.): m/z=287 (M+H)+. 1H-NMR (DMSO-d6, 300 MHz): delta=3.80 (s, 3H), 6.48 (d, 1H), 6.83 (d, 1H), 7.35 (dd, 1H), 7.40 (d, 1H), 8.03 (d, 1H), 8.13 (d, 1H), 8.18 (d, 1H), 9.32 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 3-Fluoro-4-iodonitrobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer HealthCare AG; US2008/269268; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com