Month: September 2021

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. 3268-21-1, name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

1,4-Diiodo-2,3,5,6-tetramethylbenzene (1.16 g, 3 mmol),5-(tributyltin)-2,2′-bithiophene (5.6 g, 12 mmol) obtained in Example 1,Pd(PPh3)4 (24.3 mg, 0.021 mmol) was added sequentially under a nitrogen atmosphere.Add 25 ml of DMF (N,N-dimethylformamide),Rapidly warmed to 130 C, the system refluxed for 16 h,The reaction was shut down, cooled to room temperature, extracted with deionized water and dichloromethane respectively. The obtained organic phase was dried over anhydrous MgSO 4 and then purified by column chromatography. The stationary phase was 300 mesh silica gel and the mobile phase was dichloromethane. / petroleum ether (1:5), collecting the eluent containing the target product to evaporate the solvent,Obtaining 1.04 g of a yellow solid benzene-methyl-dithiophene derivative in a yield of 90%

According to the analysis of related databases, 3268-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang University of Technology; Li Weijun; Luo Feifei; Zhang Cheng; Ouyang Mi; (9 pag.)CN109053675; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, 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 460-37-7, Application In Synthesis of 1,1,1-Trifluoro-3-iodopropane

A THF (75 mL) suspension of Zn (from Aldrich, dust, 325 mesh, 30.0 g, 461 mmol) was stirred under N2 at ambient temperature for 10 min. Afterward, 1,2-dibromoethane (from Aldrich, 4.75 g, 25.3 mmol) was added. The resulting mixture was brought to reflux times with a heat gun under N2, and then cooled to ambient temperature in a water bath. These reflux and cooling steps were repeated two more times. The mixture was then cooled to 0C in an ice bath. Chlorotrimethylsilane (from Aldrich, 3.42 mL, 26.9 mmol) was slowly added to the cooled mixture over a period of a few minutes. The resulting mixture was stirred at 0C for 5 min, and then allowed to warm to ambient temperature over 15 min while continuing to be stirred. Afterward, the mixture was cooled to 0C, and then slowly treated with 1, 1, L-TRIFLUORO-3-IODOPROPANE causing an exothermic reaction. The mixture was warmed to ambient temperature and stirred for 1 hr. The mixture was then diluted with N, N-dimethylacetamide (10 mL) to afford an organozinc reagent. Separately, an N, N-dimethylacetamide (40 mL) solution of the product from Part E (2.0 g, 3.3 mmol) was treated with bis (benzonitrile) dichloropalladium (II) (from Aldrich, 0.08 g, 0.208 mmol) and 2- (DICYCLOHEXYLPHOSPHINO)-2′-METHYLBIPHENYL (0.127 g, 0.349 mmol) under N2. The organozinc reagent (2.2 mL of stock solution, 9.78 mmol) was then added to the mixture. The resulting mixture was stirred at 55C for 4 hr, and then allowed to cool to ambient temperature overnight. Subsequently, the reaction was quenched with saturated aqueous NAHC03 (20 mL). The mixture was then partitioned further with ethyl acetate (100 mL) and de-ionized water (50 mL). The resulting biphasic mixture was filtered through Celite (pre-washed with ethyl acetate). The filter cake, in turn, was washed with ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (50 mL). The combined organic layers were washed with saturated aqueous NAHCO3 (2×25 mL), washed with 1: 1 brine/de-ionized water (2×25 mL), washed with brine (2×25 mL), dried over NA2S04, filtered, and concentrated in vacuo. The resulting solid was diluted in diethyl ether, and then concentrated in VACUO, FORMING a glassy solid. This solid was triturated with 1: 1 diethyl ETHER/HEXANES. The solids were then filtered, washed with hexanes, and dried in a vacuum oven to afford the desired ester as a brown solid (1.25 g, 76% yield). The presence of the desired ester was confirmed BY 1HU R AND L9F-NMR. LC/MS m/z = 500 [M+H], 522 [M+NA].

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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/48368; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

133232-56-1, name is 3-Iodo-2-methylbenzoic acid, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 3-Iodo-2-methylbenzoic acid

(W02006117669 (Al)): To a solution of 3-iodo-2-methylbenzoic acid (5.00 g, l9.08mmol) in MeOH (20 mL) was added dropwise a solution of SOCh (4.16 mL, 57.24 mmol) in MeOH (10 mL) at 0 C. The mixture was heated to reflux for 3 h. The mixture was concentrated and the residue obtained was purified using S1O2 chromatography eluting with EtOAc in hexanes (0-15% EtOAc, gradient elution) to provide the title compound 5 as a brown oil (4.00 g, 75%). 1H NMR (500 MHz, CDC13) d 8.00 (dd, J = 1.3, 7.9 Hz, 1H), 7.76 (dd, J = 1.3, 7.7 Hz, 1H), 6.95 (td, J = 0.7, 7.8 Hz, 1H), 3.93 (s, 3H), 2.69 (s, 3H). HPLC-MS (ESI+): m/z 276.9 [100%, (M+H)+], 761.3 [72%, (M+Na)+]

The synthetic route of 133232-56-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Nicholas J.; LAWRENCE, Harshani; (0 pag.)WO2020/14489; (2020); A2;,
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

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

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

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

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. 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

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