Category: iodides-buliding-blocks

Synthetic Route of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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 mixture of Cu2O (Sigma-Aldrich, 99.99% purity, 0.147 mmol), Cs2CO3 (2.94 mmol),distilled water (0.2 mL), aryl halide (1.47 mmol) and p-toluenesulfonic acid (TsOH) solution(0.3 mL, 2.45 mol/dm3) were added to a reaction vial and a screw cap was fitted to it. Thereaction mixture was stirred under air in a closed system at 120 C for 24 h, following whichthe heterogeneous mixture was cooled to room temperature and diluted with dichloromethane.The combined organic extracts were dried with anhydrous Na2SO4 and the solvent wasremoved under reduced pressure. The crude product loaded into the column using minimalamounts of dichloromethane and was purified by silica-gel column chromatography to affordthe N-arylated product. The identity and purity of products was confirmed by 1H and 13CNMR spectroscopic analysis.

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

Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Synlett; vol. 27; 12; (2016); p. 1814 – 1819;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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 112671-42-8, Safety of 4-Bromo-1-iodo-2-nitrobenzene

4-bromo-l-iodo-2-nitrobenzene (3 g, 9.18 mmol) was dissolved in anhydrous THF (20 mL) under N2 atmosphere, and the flask was cooled to -78 C. The mixture was stirred for 5 minutes and n-BuLi (4.4 mL, 2.5mol/L) was slowly added. The reaction mixture turned dark and stirring was continued at -78C for 15 minutes. Then, compound OA-1 (1.92 g, 11 mmol) was slowly added to the mixture. The reaction was stirred for 30 minutes at-78 C and then warmed to room temperature. The mixture was poured into water (50 mL) and extracted with CH2CI2 (2 x 20 mL). The organic phases were separated and washed with brine, dried over Na2S04 and concentrated to dryness. The resulting residue was purified by silica gel column chromatography (eluent: petroleum ether/ ethyl acetate = 3/1), resulting in compound OA-2 (1.3 g, 38 % yield). Method A2; Rt: 1.04 min. m/z=: 378.7 (M+H)+ Exact mass: 378.0

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; JANSSEN R&D IRELAND; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2013/98313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 74534-15-9, 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The appropriate product 2 (1 mmol, 1 eq) in AcOH/EtOH (1:1, 0.42 M) was added slowly to a solution of Iron powder (6 eq) in AcOH/EtOH(1:2, 2 M) at 60C . The solution was stirred at 70C for 30-60 mins. The reaction mixture was cooled to 23C , filtered through celite, washed with ethyl acetate, and concentrated. The oily residue was dissolved in ethyl acetate (30 mL), washed with saturated aq. NaHCO3 (1 x 15 mL), water (2 x 10 mL), dried (MgSO4) and concentrated. The oily residue was used without further purification.

The synthetic route of 1-Chloro-2-iodo-4-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Fangying; Jiang, Hongxia; Deng, Yufang; Yu, Jiang; Zhan, Miao; Zhao, Lifeng; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2399 – 2402;,
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. 2142-70-3, name is 1-(2-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Recommanded Product: 2142-70-3

General procedure: To the mixture of o-bromoacetophenone derivatives 1 (1.0 mmol), t-BuOK (2.0 mmol, 2.0 equiv) and amines 2 (2.0 mmol, 2.0 equiv), dry 1,4-dioxane (5 mL) was added. The mixture was refluxed at 140 C under N2 without light for 16 h. The reaction was monitored by TLC. Then, the resulting reaction mixture was diluted with water (10 mL), eluting with EtOAc (3 * 15 mL). The organic layer was dried over anhydrous Na2SO4 followed by concentration under reduced pressure and purified by column chromatography using petroleum ether/ethyl acetate to afford the corresponding products.

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; Chang, Denghu; Gao, Fei; Shi, Lei; Tetrahedron; vol. 74; 20; (2018); p. 2428 – 2434;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 63279-58-3, 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. 63279-58-3 name is 1-Bromo-4-iodonaphthalene, 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.

(1) Synthesis of BrCl Raw Material[00147 ][Chem. 22][00148] Reagents and solvents described below were charged into a 300-mL recovery flask.l-Bromo-4-iodonaphthalene : 5.00 g (15.0 mmol)4-Chloro-2-formylphenylboronic acid: 2.64 g (14.3 mmol) Tetrakis (triphenylphosphine) palladium ( 0 ) : 0.50 g (0.43 mmol) Toluene: 100 mLEthanol: 50 mL Aqueous solution of 10percent by weight sodium carbonate: 50 mL[00149] The resulting reaction mixture was heated to reflux for 2.5 hours with stirring under nitrogen. After the completion of the reaction, the reaction solution was washed with water, dried over sodium sulfate, and concentrated to give a crude product. The crude product was then purified by silica gel column chromatography (eluent:heptane/chloroform = 3/1) to give 3.90 g (yield: 79percent) of oily l-bromo-4- ( 4-chloro-2-formylphenyl ) naphthalene .

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

Reference:
Patent; CANON KABUSHIKI KAISHA; KOSUGE, Tetsuya; KAMATANI, Jun; TOMONO, Hiroyuki; WO2011/68034; (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. 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-iodobenzaldehyde

General procedure: The 2-thioxo-4-thiazolidinone (1mmol), benzaldehydes (1 mmol) and NaOH (1.0 mmol) were added to ethanol withtotal volume of 15 mL. The reaction mixture was heated to reflux and stirredfor 2-24 h. After cooling to room temperature, the mixture was concentrated under reduced pressure, neutralized to pH 7.0 with dilute hydrochloric, and then extracted with ethyl acetate (3×100 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated. The resulting residue was recrystallization from ethanol.

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; Zhou, Li; Zhong, Ye; Xue, Meng-Zhu; Kuang, Dong; Cao, Xian-Wen; Zhao, Zhen-Jiang; Li, Hong-Lin; Xu, Yu-Fang; Wang, Rui; Chinese Chemical Letters; vol. 26; 1; (2015); p. 63 – 68;,
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. 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Iodo-2-methoxy-4-nitrobenzene

General procedure: (S)-3-((R)-Hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester 11a (250 mg, 0.9 mmol), copper(I) iodide (51 mg, 270 mumol), 1,10-phenanthroline (97 mg, 540 mumol) and 2,4-difluoro-1-iodobenzene (216 muL, 1.8 mmol) were combined in a vial under air. Toluene (1.4 mL, 14 mmol) was added, followed by the addition of cesium carbonate (587 mg, 1.8 mmol). Air was bubbled through the mixture, the vial was sealed, and the mixture was heated at 105C for 48 hours. The mixture was filtered through Celite. The Celite was then rinsed with DCM (2 x 15 ml), and the resultant filtrate was concentrated. The resultant oil was treated with 1.25 M of HCl in EtOH (5.8 mL, 7.2 mmol) and stirred overnight. The mixture was concentrated and purified by reverse phase preparative HPLC (10 to 70% CH3CN in water with 0.5% TFA) to yield 76 mg (97% purity, 26% yield) of the title compound as the mono-TFA salt.

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 5458-84-4.

Reference:
Article; Van Orden, Lori Jean; Van Dyke, Priscilla M.; Saito, D. Roland; Church, Timothy J.; Chang, Ray; Smith, Jacqueline A.M.; Martin, William J.; Jaw-Tsai, Sarah; Stangeland, Eric L.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1456 – 1461;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2265-91-0, 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 2265-91-0 as follows.

To a solution of 3,5-difluoroiodobenzene (1.12 g) in THF (8 mL) was added isopropylmagnesium chloride (2.0 mol/L, THF) (2.1 mL) under an argon atmosphere in ice salt bath, and the mixture was stirred in ice salt bath for 30 minutes. To the reaction mixture was added dropwise a solution of (R)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid ethyl (0.546 g) in THF (13 mL) at -40C, and the mixture was stirred at the same temperature for 1.5 hours. To the reaction mixture was added a saturated aqueous solution of ammonium chloride, and the mixture was extracted thrice with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give crude (2R)-2-{[(tert-butoxy)carbonyl]amino}-5-(3,5-difluorophenyl)-5-oxopentanoic acid ethyl (0.911 g). To a solution of the obtained compound in ethyl acetate (21 mL) was added hydrogen chloride in ethyl acetate (4 mol/L, 10.6 mL), and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added slowly a saturated aqueous solution of sodium bicarbonate, and the mixture was extracted thrice with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on amino-silica gel (eluent: n-hexane/ethyl acetate=95/5-70/30) to give the title compound (0.505 g).

According to the analysis of related databases, 2265-91-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; KONDO, Atsushi; MORITA, Naohide; ISHIKAWA, Takehiro; YOSHIDA, Masako; MORIYAMA, Akihiro; WANAJO, Isao; (158 pag.)EP3459941; (2019); A1;,
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 25245-27-6 as follows. COA of Formula: C8H9IO2

To a solution of 1-iodo-3,5-dimethoxybenzene (Compound No. 31, 2.01 g, 7.61 mmol) in CH2CI2 (20 mL) at 0C under argon was added a solution of BBr3 (1 M in CH2CI2, 11.4 mL, 11.4 mmol) and the mixture allowed to stir for 17 h. The reaction was quenched with MeOH (13 mL) and concentrated. The residue was diluted with EtOAc (25 mL) and the organic layer washed with water (3 x 20 mL) and brine (20 mL), dried (Mg504) and concentrated to a brown oil.

According to the analysis of related databases, 25245-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AQUINOX PHARMACEUTICALS INC.; MACKENZIE, Lyoyd, F.; MACRURY, Thomas, B.; HARWIG, Curtis; BOGUCKI, David; RAYMOND, Jeffery, R.; PETTIGREW, Jeremy, D.; KHLEBNIKOV, Vladimir; SHAN, Rudong; WO2014/110036; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com