Month: July 2021

Some common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, molecular formula is C6H3Cl2I, 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. Quality Control of 1,3-Dichloro-5-iodobenzene

EXAMPLE 31 1-(3,5-Dichlorophenyl)-3-methyl-1-butyn-3-ol A mixture of 25.5 g (0.094 mole) of 3,5-dichloroiodobenzene, 550 ml dry triethylamine, 12 g (0.14 mole) of 2-methyl-2-hydroxy-3-butyne, 0.42 g (0.0019 mole) palladium (II) acetate, and 1 g (0.0038 mole) of triphenylphosphine was heated to reflux under nitrogen for four hours. The resulting mixture was cooled, diluted with ether and washed with two 500-ml portions of 3N hydrochloric acid. The ether layer was separated, dried over anhydrous magnesium sulfate, and evaporated in vacuo to yield the crude product as an oily residue. The purified product was obtained by distillation to yield 7.95 g, bp 115°-125° C./0.0001 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3032-81-3, its application will become more common.

Reference:
Patent; McNeilab, Inc.; US4898889; (1990); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 444-29-1, 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. 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

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, 1molpercent) 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.

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-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

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

Related Products of 351003-36-6,Some common heterocyclic compound, 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, molecular formula is C7H3FIN, 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 solution of tert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylate (8.2 g, 36 mmol) and 2-fluoro-5-iodobenzonitrile(8.72 g, 43.6 mmol) in N,N-diethylamine (200 mL), was added tetrakis(triphenylphosphine)palladium dichloride(0.80 mg) and copper (I) iodide (0.34 mg). The mixture was stirred at room temperature under N2 for 12 h and thenevaporated. The residue was partitioned between water and EtOAc. The combined organic solutions were washed withbrine (500 mL), dried (Na2SO4), filtered and concentrated to provide tert-butyl 4-[(3-cyano-4-fluorophenyl)ethynyl]-4-hydroxypiperidine-1-carboxylate which was used directly in the next step without further purification.

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

Reference:
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 455-13-0, 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. 455-13-0, name is 4-Iodobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

Multi function cap round bottom 4-trifluoromethyl-iodobenzene to 250 ml (5.00g, 18.38mmol), imidazole (1.75g, 25.73mmol), Copper iodide (0.70g, 3.68mmol), Cesium carbonate (11.98g, 36.76mmol), Dimethylformamide (120 ml) for inserting and removing, adaptation stirring time 24 in the curved reflection 110. After reaction, bleeding of the volatiles of decompressing to a cutting, residue column in hexane and a ethylacetate crow mart yes blood section. The again 3A compound (3.12g, 14.71mmol) a obtained.

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

Reference:
Patent; LG Display Co.,Ltd; Lee, Sung Jae; Yang, Jung Hwan; Choe, Hyung Jong; Bae, Suk Young; Haw, Hay Ryeong; Kim, Chun Gi; (30 pag.)KR2016/14205; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 103962-05-6, 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. 103962-05-6 name is 1-Iodo-4-(trifluoromethoxy)benzene, 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.

To a solution of 1-iodo-4-(trifluoromethoxy)benzene (15.0 g, 52.0 mmol) in dimethylformamide (90 mL) and water (10 mL) was added 3-(4-bromophenyl)-1H-1,2,4-triazole (C51) (11.0 g, 49.0 mmol), cesium carbonate (34.0 g, 104 mmol), copper(I) iodide (2.80 g, 14.7 mmol), and 8-hydroxyquinoline (2.20 g, 15.0 mmol), and the solution was heated at 140° C. for 8 hours. The cooled solution was decanted from a layer of solid, diluted with a ammonium hydroxide (1N, 100 mL) solution, and extracted with of diethyl ether (2*100 mL). The combined organic layer was dried and concentrated, and the brown solid was eluted through a short silica gel column using 20percent ethyl acetate/hexanes as eluent to give the title compound as a light tan solid (9.50 g, 50percent): mp 111-113° C., 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H), 8.07 (d, J=8.6 Hz, 2H), 7.79 (d, J=8.8 Hz, 2H), 7.62 (d, J=8.6 Hz, 2H), 7.39 (d, J=8.8 Hz, 2H); ESIMS m/z 384 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-4-(trifluoromethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Baum, Erich W.; Crouse, Gary D.; DeAmicis, Carl; Lorsbach, Beth; Petkus, Jeff; Sparks, Thomas C.; Whiteker, Gregory T.; US2014/274688; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 481075-58-5,Some common heterocyclic compound, 481075-58-5, name is 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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.

To a stirred solution of tris (dibenzylidene) DIPALLADIUM (0) (PD2DBA3, 0.183 g, 0.2 mmol) and bis (2-diphenylphosphinophenyl) ether (DPEphos, 0.215 g, 0.2 mmol) in toluene (80 ML) was added 3-bromo-4-iodobenzotrifluoride (7.02 g, 20 mmol; prepared from 2-bromo-4-trifluoromethyl-phenylamine by diazotization according to the general procedure by Tunney and STILLE J. ORG. CHEFN. 1987, 52, 748-753), 4- CHLOROTHIOPHENOL (2.89 g, 20 mmol) and potassium tert-butoxide (2.46 g, 22 mmol) at room temperature (rt). The reaction mixture was stirred for 2.5 h at 100 C and then cooled to room temperature (rt) and filtered through celite. The solvent was evaporated off and the crude product was purified by flash chromatography on silica gel (eluent: ethyl acetate/heptane 2: 8) to produce 4.53 g (81%) of 1-BROMO-2- (4- CHLORO-PHENYLSULFANYL)-5-(TRIFLUOROMETHYL)-BENZENE as an oil.

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

Reference:
Patent; H. LUNDBECK A/S; BANG-ANDERSEN, Benny; WO2004/87156; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 401-81-0, A common heterocyclic compound, 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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 C: Preparation of 1 ,3-dimethyl 2-[3-(trifluoromethyl)phenyl]propanedioateDioxane (100 mL) was purged with nitrogen gas for 10 minutes. Phenanthrolene (1.0 g) and copper (I) iodide (1.0 g) were added to the dioxane, the suspension was allowed to stir under a nitrogen atmosphere for 5 minutes, and then cesium carbonate (18.72 g, 57.45 mmol), dimethyl malonate (5.46 g, 50.6 mmol), and l-iodo-3-(trifluoromethyl)benzene (12.5 g, 46.0 mmol) were added. The reaction mixture was heated to reflux for 18 hours and then cooled to room temperature. Aqueous 1 N HC1 was added to the reaction mixture, the layers were separated, and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over magnesium sulfate and filtered. Celite diatomaceous filter aid (5 g) was added to the filtrate, and the resulting suspension was concentrated under reduced pressure at 50 C to yield a solid consisting of the crude product adsorbed onto Celite. This solid was purified by silica gel chromatography eluting with a gradient of 100% hexanes to 25% ethyl acetate in hexanes to yield 7.36 g (58.0%) of the title product. .H NMR (CDC13) delta 7.59-7.65 (m, 3H), 7.49 (t, 1H), 4.70 (s, 1H), 3.76 (s, 6H).

The synthetic route of 401-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PAHUTSKI, Thomas, Francis., Jr.; WO2012/92115; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 14452-30-3,Some common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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: 2-(3-iodophenyl)propan-2-ol; To a solution of 3-iodo-acetophenone (15g, 61 mmol) in 10OmL THF at -78 0C was slowly added MeMgBr (6OmL of a 1.4M solution in THF, 84 mmol) and the solution was stirred for 1 hour as it warmed to 0 0C. The reaction was quenched with saturated NH4Cl and the crude product was extracted with ether (2x) and the organic phases were dried over Na2SO4, filtered and concentrated in vacuo. The crude was purified by flash (5-10% EA/hex) to give the desired product.

The synthetic route of 14452-30-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2007/14454; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, Formula: C3H6I2

General procedure: A suspension of alkenyl- or aryl-dithiol(1.0 mmol), triethylamine (2.0 mmol), LR (0.44g, 1.0 mmol) or FcLR (0.56 g, 1.0 mmol) and dihaloalkane(1.0 mmol) in dry THF (60 mL) was stirred under N2 gas atmosphere at ambient temperature for 24 h leadingto a reddish yellow or pale-yellow suspension. Upon filtering to remove insoluble solid the filtrate was driedunder reduced pressure. The residue was dissolved in dichloromethane (ca. 2 mL) and was loaded onto a silicagel column (dichloromethane as eluent) to give the macrocycles. Another unexpected nine-membered ring 4was also obtained in respective 25% and 30% yields in the cases of 5 and 9. Two diastereomers wereseparated completely in the cases of 10 and 12.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Diiodopropane(stabilized with Copper chip), and friends who are interested can also refer to it.

Reference:
Article; Hua, Guoxiong; Cordes, David B.; Slawin, Alexandra M. Z.; Woollins, J. Derek; Synlett; vol. 29; 11; (2018); p. 1496 – 1501;,
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. 144550-76-5, name is Methyl 2-amino-4-iodobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 144550-76-5

13.8 g of methyl 2-amino-4-iodobenzoate are treated with 48 ml of glacial acetic acid and subsequently with 86 ml of concentrated hydrochloric acid. A solution of 3.8 g of sodium nitrite in 15 ml of water is slowly added dropwise to this suspension which is cooled to -5 C., and stirring is continued at this temperature for 30 minutes. This cooled diazonium salt solution is added dropwise at 0 C. to a solution of 20 ml of sulfur dioxide, 60 ml of glacial acetic acid, 10 ml of water and 3.1 g of copper(II) chloride dihydrate, and stirring is continued first for 1 hour at 0 C. and then overnight at room temperature. The reaction mixture is poured into 1 l of ice-water, and the product is filtered off with suction. This gives 12.7 g of bis(2-methoxycarbonyl-5-iodobenzene)disulfide of m.p. 133 C.-135 C.

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; ROTAM AGROCHEM INTERNATIONAL COMPANY LIMITED; BRISTOW, James Timothy; (11 pag.)US2017/121294; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com