Tag: M.W=300-400

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

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

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, Recommanded Product: 628-77-3

Preparation of Intermediate methyl 1-(4-bromoDhenyl)cvclohexanecarboxylate (1AE-1); Sodium hydride (12 g, 52 mmol) was suspended in tetrahydrofuran (200 mL) under argon and warmed to 35C. Methyl 2-(4-bromophenyl)acetate (26mmol) in tetrahydrofuran added drop wise to reaction over 1 hour. The reaction mixture was then kept at this temperature for 1 hour until all gas evolution has ceased. The 1 ,5- diiodopentane (17 g, 52 mmol) was then added drop wise as a solution in tetrahydrofuran (100 mL) and the reaction mixture stirred at 35C for a further hour and at ambient temperature overnight. After this time, the reaction mixture was cooled to 00C and quenched by the addition of dry silica, filtered and the solvent removed under vacuum. The crude product was then purified by flash chromatography eluting with 33% ethyl acetate in heptane to give methyl 1-(4-bromophenyl)cyclohexanecarboxylate (1AC-1 ) (15.3 g, 99 % yield) as a yellow oil.1 H NMR (400 MHz, CDCI3): 7.45-7.38 (m, 2 H), 7.27-7.24 (m, 2 H), 3.63 (s, 3 H), 2.43 (d, J = 13.3 Hz, 2 H), 1.71-0.80 (m, 8 H) ppm.

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; PFIZER INC.; ASPNES, Gary, Erik; DOW, Robert, Lee; MUNCHHOF, Michael, John; WO2010/86820; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 260355-20-2, These common heterocyclic compound, 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)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.

The 1-chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in the reaction 1.2 was dissolved in 20 ml of toluene, and the system was sequentially added with isoxazol-4-amine (12 mmol), palladium acetate ( 0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution was heated to 50 C for 4 hours. After the reaction was completed, 20 ml of water was added to the system, stirred for 20 minutes, and the organic phase was dried over anhydrous sodium sulfate.Concentration and flash column chromatography gave 2.2 g of yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, yield 84%.

The synthetic route of 260355-20-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhang Ruwei; Ge Baoyin; Jing Fan; Zhai Xuexu; (9 pag.)CN108633899; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 63131-30-6

General procedure: A mixture of 1H-benzo[d]imidazol-2-amine (1.5 mmol), ethyl 3-oxo-3-phenylpropanoate (0.5 mmol) and CBr4 (1 mmol) in CH3CN (2 mmol) was stirred in 80 C in a tube under air atmosphere. TLCmonitored the end of the reaction. Then the mixture was cooled toroom temperature and saturated brine (100 mL) was poured intothe solution. The mixture was extracted with EtOAc (3 50 mL).The organic phase was combined and dried by anhydrous Na2SO4.Finally, the product was separated by flash chromatography onsilica gel (petroleum ether/EtOAc 3: 1) and obtained aftervacuum-rotary evaporation.

The synthetic route of 63131-30-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Songhua; Li, Yunyi; Ma, Chen; Xie, Caixia; Tetrahedron; vol. 76; 9; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 689260-53-5,Some common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, molecular formula is C8H8BrI, 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: 1-(4-Bromo-3,5-dimethylphenyl)-1H-1,2,4-triazole A mixture of 2-bromo-5-iodo-1,3-dimethylbenzene (500 mg), 1,2,4-triazole (340 mg), potassium carbonate (770 mg), and copper(I) iodide (232 mg) in N-methyl-2-pyrrolidinone is stirred at 130 C. over night. More potassium carbonate (770 mg) and copper(I) iodide (232 mg) are added and the mixture is heated to 150 C. for 4 h. After cooling to room temperature the mixture is diluted with tetrahydrofuran and filtered. The filtrate is concentrated in vacuo and purified by HPLC on reversed phase to give the title compound. LC (method 7): tR=0.99 min; Mass spectrum (ESI+): m/z=252, 254 [M+H]+.

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-5-iodo-1,3-dimethylbenzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 774608-49-0, 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. 774608-49-0, name is 4-Bromo-1-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 5-bromo-2-chlorophenylboronic acid4-Bromo-1-chloro-2-iodobenzene (10.35 g, 33 mmol) is dissolved in anhydrous tetrahydrofuran (60 ml) and the solution is cooled to -75 0C under an atmosphere of argon, lsopropylmagnesium chloride (17.1 ml, 34mmol, 2M solution in tetrahydrofuran) is added dropwise over 30 minutes, maintaining the internal temperature below -7O0C by external cooling. Once the addition is complete, the reaction mixture is stirred at approximately -70 0C for 30 minutes and then allowed to warm to room temperature and stirred for 1 hour. The reaction mixture is then cooled to -78 0C and trimethyl borate (7.3 ml, 65 mmol) is added dropwise. The mixture is stirred at -78 0C for 30 minutes and then the cooling bath is removed and the mixture is stirred at room temperature for 1.5 hours. 2M Aqueous hydrochloric acid (30 ml) is added, and the crude product is extracted with ethyl acetate. The organic phase is washed with water and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. Trituration with hexane gives 5- bromo-2-chlorophenylboronic acid (6.16 g) as an off-white solid.

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, 4-Bromo-1-chloro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2008/145336; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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. category: iodides-buliding-blocks

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

The synthetic route of 31827-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 4897-68-1,Some common heterocyclic compound, 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, molecular formula is C7H6BrIO, 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: To a solution of Pd(OAc)2 (101 mg, 0.45 mmol ), PPh3 (354 mg, 1.35 mmol), K2CO3 (2.76 g, 20.0 mmol) in DME (30 mL) and H2O (10 mL) at room temperature under argon was added 9c (3.0 g, 11 mol). The resulting solution was stirred for 10 min, then 8 (2.83 g, 10.0 mmol) was added, and the solution was heated at reflux for 23 h and monitored by TLC. The resulting solution was cooled to room temperature, EtOAc (100 mL) was added, and the solution was washed with a saturated brine solution and water, and dried over anhydrous Na2SO4. Following evaporation of the solvent under reduced pressure, the residue was purified by chromatography on a silica gel column eluted with hexane/EtOAc (150:1) to yield 10c (2.84 g, 91%).

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

Reference:
Article; Wu, Anhui; Xu, Daiwang; Lu, Ding; Penning, Trevor M.; Blair, Ian A.; Harvey, Ronald G.; Tetrahedron; vol. 68; 35; (2012); p. 7217 – 7233;,
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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-iodobenzoic acid

Schlenk reaction tube, 5-bromo-2-iodobenzoic acid (0.5 mmol), 3-mercapto 1,2,4-triazole (0.5 mmol), potassium carbonate (0.1 mmol) and HMPA (2 mL). The reaction tube was sealed and reacted at 80 C for 24 hours under an air atmosphere. After completion of the reaction, acetic acid (1 ml) was added, stirred at room temperature for 1 hour, then extracted twice with methylene chloride, and the organic layer was saturated with Brine, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. And purified by column chromatography to obtain the product 4, its structure and characterization data are as follows:

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; Chen Dingben; Taizhou University; Huang Ling; Lu Jiaming; (6 pag.)CN104788474; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com