Month: June 2021

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 160976-02-3 as follows. Safety of 5-Bromo-1,3-difluoro-2-iodobenzene

(5-a) Synthesis of compound 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl represented by formula: First, 50 ml of ethanol containing 5.61 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 50 ml of benzene containing 5.0 g of 4-bromo-2,6-difluoro-1-iodobenzene dissolved therein, 15.7 ml of a sodium carbonate aqueous solution with a concentration of 2.0 mol/l, and 0.45 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 200 ml flask, and stirred under reflux for 48 hours.. After the reaction, water and ether were added to the reaction solution for extraction.. The resultant ether layer was washed with a saturated brine and dried with sodium sulfate.. The solvent was then distilled off.. The residue was purified by silica gel column chromatography (eluent:hexane) and recrystallized from acetone, to obtain 2.58 g (Y: 39.1%) of 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl.. The purity of the resultant compound was 100.0% as measured by GC. (5-b) Synthesis of polymerizable compound 2,6-difluoro-4′-(trans-4-pentylcyclohexyl)-4-vinylbiphenyl represented by formula (E) above First, 2.58 g of 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl obtained from the synthesis (5-a) above, 2.33 g of tributylvinyltin, 0.18 g of tetrakis(triphenylphosphine)palladium(0), 0.008 g of p-methoxyphenol, and 50 ml of anhydrous toluene were put in an argon-replaced 300 ml flask, and stirred under reflux for nine hours..

According to the analysis of related databases, 160976-02-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sharp Kabushiki Kaisha; Kanto Kagaku Kabushiki Kaisha; US6388146; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 117832-17-4, 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 117832-17-4 as follows.

General experimental procedure: o-iodoaniline (1.0 mmol) and phenyl isothiocyanate (1.2 mmol) was mixtured and stirred for 1 h at room temperature (Method A), or o-iodoaniline (1.0 mmol) and phenyl isothiocyanate (1.2 equiv) was mixtured and stirred for 1 h at melting point temperature of phenyl isothiocyanate (Method B), or o-halobenzothioureas (1.0 mmol) (Method C), then anhydrous DMSO (5 ml) and base (3.0 mmol) was added, the stirring continued for about 5-10 h at 130 C (TLC monitor). After the reaction was completed, the reaction mixture was cooled to room temperature and ice-water was added, then the mixture was extracted with EtOAc. The combined organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum and then the residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate (5:1 to 7:1)) on silica gel to provide the desired product.

According to the analysis of related databases, 117832-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Rui; Chen, Zhi; Yue, Liang; Pan, Wei; Zhao, Jun-Jie; Tetrahedron Letters; vol. 53; 34; (2012); p. 4529 – 4531;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 112671-42-8, 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. 112671-42-8 name is 4-Bromo-1-iodo-2-nitrobenzene, 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.

Intermediate M2-b (4.8 g, 15 mmol), 2-iodo-5-bromonitrobenzene (5.9 g, 18 mmol), sodium tert-butoxide (2.9 g, 30 mmol), toluene 50 mL, nitrogen, 0.17 g Pd2 Dba) 3, tri-tert-butylphosphine (11 ml, 10% in toluene), openStir, heat to 100 C reflux, reaction 12h, the reaction liquid was washed, the organic phase was concentrated, passed through a silica gel column, the eluent was petroleum ether: ethyl acetate = 50:1, concentrated eluent, to obtain intermediate M2-c ( 6.6 g, yield 84.6%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-iodo-2-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Xing Qifeng; Zhang Xianghui; Ren Xueyan; (38 pag.)CN108276428; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2043-57-4, A common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

A 50 mL three-necked round bottom flask equipped with a stirrer and a dropping funnel was charged with 0.01 mol (0.97 g) of diallyl Amine and 20 mL of anhydrous ether were added to the raw material in an amount of 10% tetrabutylammonium bromide as the catalyst. The reaction was cooled with an ice-water bath. 0.011 mol (5.22 g) of perfluorohexyl ethyl iodide was slowly added dropwise to the reaction system through a dropping funnel in. After dripping, it rises to room temperature. The reaction was stirred for another 6 h. GC tracking reaction end point. After completion of the reaction, the reaction mixture was oxidized with 2% Sodium washing. The organic layer was separated, washed with water, then dried over anhydrous magnesium sulfate, and the solvent was removed by vacuum distillation and excess Fluorohexyl ethyl iodide. 4.16 g of a pale yellow liquid product was obtained in a yield of 93.9%.

The synthetic route of 2043-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Liwen Technology Co., Ltd.; Jiangsu Liwen Chemical Co., Ltd.; Jiangxi Liwen Chemical Co., Ltd.; Liang Haibo; Chen Yixin; Xie Wenjian; Wang Jiangbing; Xin Weixian; Chen Xinzi; (21 pag.)CN106866470; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, 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. Recommanded Product: 1-Chloro-3-iodopropane

To a 2-L round-bottom flask was added methyl 4-hydroxy-3-methoxybenzoate (100 g, 548.93 mmol, 1.00 eq.), 1-chloro-3-iodopropane (224 g, 1.10 mol, 2.0 eq.), K2C03 (22.7 g, 3.00 eq.) followed by MeCN (1 L). The resulting mixture was allowed to stir at 80 C for 3 h. The mixture wascooled to rt, the solids were filtered and washed with EtOAc. The filtrate was concentrated under reduced pressure to afford methyl 4-(3-chloropropoxy)-3-methoxybenzoate as a white solid (12890%).

The synthetic route of 1-Chloro-3-iodopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; YU, Ming; LI, Zhe; XU, Qing; YEE, Calvin; SETTI, Lina; SHAM, Hing; (188 pag.)WO2019/36384; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6828-35-9, 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. 6828-35-9, name is 5-Chloro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Chloro-2-(phenylethynyl)aniline To 5-chloro-2-iodoaniline (1.27 g, 5.0 mmol) and ethynylbenzene (0.60 ml, 5.5 mmol) in Et3N (10 ml) was added CuI (5.0 mg, 0.025 mmol) and Pd(PPh3)2Cl2 (18 mg, 0.025 mmol) and the mixture was stirred at room temperature for 16 hours, diluted with EtOAc and was filtered through a pad of Celite. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (0-10% EtOAc in hexanes) to yield Intermediate 14 as beige solid (1.12 g, 98%). 1H NMR (CHLOROFORM-d) delta: 7.46-7.56 (m, 2H), 7.32-7.39 (m, 3H), 7.28 (d, J=8.2 Hz, 1H), 6.66-6.75 (m, 2H), 4.37 (br. s., 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, 5-Chloro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E.; US2013/231338; (2013); 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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-2-iodobenzoic acid

To a solution of 4-chloro-2-iodobenzoic acid (1-1, X?I) (CAS :13421-13-1; Aldrich, SKU: 560146) (3 g, 10.62 mmol) and N,O-dimethylhydroxylamine hydrochloride (CAS : 6638-79-5; Sigma Aldrich, SKU: D163708) (1.2 g, 12.31 mmol) in dimethylformamide (DMF) (30 mL), was added dropwise triethyl amine (TEA) (7.4 mL, 53.14 mmol), followed by the addition of (1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) (HATU) (6.1 g, 16.05 mmol). The reaction mixture was stirred at RT for 16 h and then diluted with CH2Cl2 and H2O, and the aqueous layer was extracted with CH2Cl2 (4×20 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered, concentrated in vacuo and purified by silica gel chromatography (ethyl acetate/hexanes 1:4) to afford the title compound as a white solid (3.2 g. LCMS (MH+): 325.9. 1H NMR (400 MHz, CDCl3-d): delta 3.11-3.38 (m, 3H), 3.47-3.90 (m, 3H), 7.20 (d, J=8 Hz,1H), 7.37 (d, J=2 Hz, 1H), 7.84 (s,1H).

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Karos Pharmaceuticals, Inc.; De Lombaert, Stephane; Goldberg, Daniel R.; (12 pag.)US2016/257633; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, 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. Safety of 1-Iodo-4-(trifluoromethoxy)benzene

To a solution of l-iodo-4-(trifIuoromethoxy)benzene (1.087 mL, 6.94 mMol) and TMS- acetylene (1.166 ml, 8.33 mmol) in THF (30ml) were added Copper(I) iodide (0.066 g, 0.347 mMol), Trans-Bis(triphenylphosphine)palladium(II)chloride (0.244 g, 0.347 mmol) and triethylamine (2.90 ml, 20.83 mmol). After stirring for 3h at room temperature, the reaction mixture was concentrated. The residue was dissolved in heptane, filtered through a plug of silica gel and concentrated to give the desired product as oil. Mass Spectra (m/e): 259 (M+H)

The synthetic route of 1-Iodo-4-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/133867; (2008); 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, A new synthetic method of this compound is introduced below., Safety of 1,3-Dichloro-5-iodobenzene

To a mixture of (1R, 3r, 5S) -tert-butyl 3-hydroxy-8-azabicyclo [3.2.1] octane-8-carboxylate (5.00 g, 22.00 mmol) in toluene (50 mL) was added 3, 5-dichloroiodobenzene (6.00 g, 22.00 mmol) , cesium carbonate (21.50 g, 66.00 mmol) , copper (I) iodide (0.63 g, 3.30 mmol) , 3, 4, 7, 8-tetramethyl-1, 10-phenantroline (1.60 g, 6.60 mmol) and molecular sieves (4A, 5.00 g) . The reaction mixture was degassed by passing a stream of argon through it and then heated at 80 in a sealed vial for 120 hours. After cooling to ambient temperature, the reaction mixture was diluted with ethyl acetate (150 mL) and filtered over diatomaceous earth. Concentration of the filtrate in vacuo gave a residue which was purified by flash chromatography (0 to 20ethyl acetate in hexanes) to afford the title compound as a yellowish oil (3.80 g, 46) :1H NMR (300 MHz, CDCl3) delta 6.93-6.90 (m, 1H) , 6.71-6.69 (m, 2H) , 4.59-4.53 (m, 1H) , 4.28-4.09 (m, 2H) , 2.24-1.85 (m, 8H) , 1.45 (s, 9H) MS (ES+) m/z 316.1, 318.1 (M -55) .

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

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BICHLER, Paul Robert; CHEN, Chien-An; CHOWDHURY, Sultan; DECKER, Shannon Marie; DEHNHARDT, Christoph Martin; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HEMEON, Ivan William; JIA, Qi; LI, Jun; LIU, Zhiguo; ORTWINE, Daniel F.; SAFINA, Brian; SUTHERLIN, Daniel; SHENG, Tao; SUN, Shaoyi; WHITE, Andrew D.; WILSON, Michael Scott; ZENOVA, Alla Yurevna; ZHU, Jiuxiang; WO2015/78374; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 364-75-0,Some common heterocyclic compound, 364-75-0, name is 1-Fluoro-4-iodo-2-nitrobenzene, molecular formula is C6H3FINO2, 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 3-45-4 Preparation of 4-iodo-N-(1-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)phenyl)ethyl)-2-nitroaniline To a stirred solution of 1-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)phenyl)ethan-1-amine (1.93 g, 6.68 mmol) and potassium carbonate (3.70 g, 26.75 mmol) in acetonitrile (75 mL) was added 1-fluoro-4-iodo-2-nitrobenzene (2.14 g, 8.02 mmol). The mixture was heated to reflux. After 16 h, the orange mixture was allowed to cool to room temperature and was diluted with water (150 mL). The mixture was extracted with dichloromethane (3*75 mL), and the combined organic phases were dried over magnesium sulfate, filtered, and concentrated to provide 3.82 g of an orange solid. Trituration of the crude material with hexanes afforded 3.17 g (89%) of 4-iodo-N-(1-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)phenyl)ethyl)-2-nitroaniline as a bright orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Fluoro-4-iodo-2-nitrobenzene, its application will become more common.

Reference:
Patent; KANE, JR., John L.; MATTHEWS, Gloria; METZ, Markus; KOTHE, Michael; LIU, Jinyu; SCHOLTE, Andrew; US2015/158847; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com