Tag: M.W=300-400

Application of 148836-41-3, These common heterocyclic compound, 148836-41-3, name is 1-Bromo-4-chloro-2-iodobenzene, 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.

Synthesis of Intermediate 1-6-1: 165 ml of dioxane solvent was added to a three-necked flask.5 ml of water, followed by 0.1 mol of 3-boronic acid benzofuran,0.1 mol of 1-bromo-3-chloro-2-iodobenzene,0.25 mol of potassium carbonate,0.001 mol of ferrocene palladium dichloride,Stir the mixture to reflux,After 4 hours, the reaction of the raw materials was completed, and the reaction solution was dried under reduced pressure.Intermediate 1-6-1 was obtained by column chromatography(Yield 71%).

The synthetic route of 148836-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Lv Ren Science And Technology Co., Ltd.; Lv Yao; Feng Meijuan; (40 pag.)CN109206431; (2019); A;,
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

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. 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: 3268-21-1, name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, 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 3268-21-1, HPLC of Formula: C10H12I2

To a solution of 1 (3.02 g, 7.82 mmol, 1 equiv), Pd(PPh3)2Cl2 (0.380 g, 0.541 mmol, 0.07 equiv) and CuI (0.101 g, 0.530 mmol, 0.07 equiv) in Et2NH was added ethynyltrimethylsilane (2.45 mL, 17.3 mmol, 2.2 equiv) and the reaction was stirred at RT overnight. The solvent was evaporated followed by extraction with CH2Cl2 (3 >< 100 mL) and washing of the organic layer with H20 (2 >< 200 mL) and brine (250 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The product was (0279) purified via column chromatography (PE) leading to 2 as off-white crystals (82%). 1H NMR (400 MHZ, CDClg) 6 2.38 (s, 12H), 0.27 (s, 18H). 13C NMR (400 MHZ, CDC13)8 136.0, 123.4, 104.2, 103.2, 18.5, 0.27. IRV 2957, 2138, 1270, 1073, 863 cm-1. HRMS (EI+) m/z caIcuIated for C20H30Si2 326.1886, found 326.1870. If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it. Reference:
Patent; STICHTING VOOR DE TECHNISCHE WETENSCHAPPEN; UNIVERSITEIT VAN AMSTERDAM; RICHELLE, Gaston Julia Johannes; STREEFKERK, Dieuwertje Emma; VAN MAARSEVEEN, Jan Herman; TIMMERMAN, Peter; (162 pag.)WO2018/106112; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, Computed Properties of C5H10I2

Intermediate 3 was prepared by a similar procedure from intermediate 1 (500 mg, 1.1 mmol), 1 ,5-diiodopentane (1.1 g, 0.5 ml, 3.3 mmol), 1 M aqueous sodium hydroxide (3 ml, 3 mmol), tetra-n-butylammonium iodide (45 mg, 0.12 mmol) and water (3 ml). Purification was achieved via column chromatography (loaded onto diatomaceous earth) using 0-14% step gradient of EtOAc in cyclohexane (2% steps ) as eluent, followed by EPO 100% cyclohexane, followed by 30% EtOAc in cyclohexane to afford the product as a colorless gum.Yield: 324 mg (46%)LC-MS (Method 3): Rt 4.79 min, m/z 642 [MH+]

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2007/42815; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

628-21-7, Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, 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 628-21-7.

To a solution of 500 mg (2.16 mmol) of L-serine benzyl ester hydrochloride and 869 mg (2.81 mmol, 1.3 eq.) of 1,4-diiodobutane in 25 ml of 2-propanol were added, under argon at RT, 595 mg (5.61 mmol, 2.6 eq.) of sodium carbonate and the mixture was stirred at 90 C. overnight. After cooling to RT and removal of the 2-propanol under reduced pressure, the residue was admixed with ethyl acetate. The insoluble salts were filtered off. The filtrate was washed with water and the organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The residue was purified by means of flash chromatography (silica gel 50, dichloromethane, then dichloromethane/methanol 5:1). Yield: 268 mg (48% of theory) LC/MS [Method 5]: Rt=2.03 min; MS (ESIpos): m/z=250 (M+H)+.

According to the analysis of related databases, 628-21-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; US2018/346424; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a 1 L flask filled with 2-chloroethylether (7 mL, 60 mmol) and acetone (280 mL) was added sodium iodide (45 g, 300 mmol). The reaction was heated at reflux under nitrogen for 7 d. The reaction was filtered and the filtrate was concentrated to yield crude 1-iodo-2-(2-iodoethoxy)ethane.To a mixture of 1-iodo-2-(2-iodoethoxy)ethane (848 mg, 2.6 mmol), LHMDS (5 mL, 1.0 M), and THF (5 mL) was added a solution of methyl 1-benzyl-4-(cyanomethyl)-1H-pyrrole-2-carboxylate (500 mg, 2.0 mmol) in THF (2.5 mL). The reaction was complete after stirring at room temperature for 15 min. An aqueous solution of saturated ammonium chloride was added followed by ethyl acetate and water. The mixture was extracted with ethyl acetate (1×) and the combined organic extracts were washed with brine (1×), dried over magnesium sulfate, and concentrated. The crude product was purified by chromatography on silica gel (0-50% ethyl acetate/hexane) to yield the pure methyl 1-benzyl-4-(4-cyanotetrahydro-2H-pyran-4-yl)-1H-pyrrole-2-carboxylate. MS: (M+H)+=324.8.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-2-(2-iodoethoxy)ethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2009/137554; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 450412-29-0, name is 1-Bromo-3-fluoro-2-iodobenzene, molecular formula is C6H3BrFI, 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. category: iodides-buliding-blocks

200 g (664 mmol) of 1-bromo-3-fluoro-2-iodo-benzene, 101 g (664 mmol) of 2-methoxyphenyl-boronic acid and 137.5 g (997 mmol) of sodium (0136) tetraborate are dissolved in 1000 mL of THF and 600 ml of water and degassed. Afterwards, 9.3 g (13.3 mmol) of bis (triphenylphosphine) palladium (II) chloride and 1 g (20 mmol) of hydrazinium hydroxide are added to the reaction mixture, which is then stirred at 70 C for 48 h under inert gas atmosphere. The cooled solution is completed with toluene, washed several times with water, dried and concentrated. The product washed via column chromatography on silica gel with toluene/heptane: (1 :2). (0137) Yield: 155 g (553 mmol), 83% of theory.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 450412-29-0, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir, Hossain; GROSSMANN, Tobias; KROEBER, Jonas, Valentin; (98 pag.)WO2017/71791; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com