Tag: M.W=300-400

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 199786-58-8 as follows. Computed Properties of C7H6BrIO

A solution of oxalyl chloride (1.53 g, 0.012 mol) in CH2Cl2 (15 ML) was cooled to -70 C., and DMSO (1.41 g, 0.018 mol) in CH2Ck (15 ML) was added at -65 to -70 C. The mixture was stirred under nitrogen for 10 minutes at -70 C. and then treated with the product from Example 62B (2.35 g, 7.5 mmol) in 60 ML CH2Cl2.The slurry was stirred at -65 C. for 15 minutes and treated with triethylamine (3.8 g, 0.037 mol).The mixture was allowed to warm to -10 C. over 1 hour.The mixture was treated with 20 ML of water and allowed to warm to room temperature.The organic layer was separated and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 9.97 (s, 1H), 7.97 (d, J=4 Hz, 1H), 7.79 (d, J=8 Hz, 1H), 7.40 (dd, J=4, 8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 328.

According to the analysis of related databases, 199786-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
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, name: 4-Bromo-1-iodo-2-nitrobenzene

Under nitrogen atmosphere, 500mL three-necked round flask was added 32.8g (0.1mol) 4- bromo-1-iodo-2-nitrobenzene, 16.3g (0.12mol) 2- methyl-phenylboronic acid, 2.31g (2mol%) Pd (PPh 3) 4, and a mixture of100mL of toluene and 100mL of ethanol was added 35mL concentration 2molL sodium carbonatesolution, an oil-bath at 40-50 C the reaction was stirred for 2h, cooled, separated and the organic phase, afterthe organic phase washed with water 2-3 times and dried over anhydrous MgSO 4, the organic solvent wasremoved by rotary evaporation to give the crude product. Recrystallization from absolute ethanol to give theintermediate 4-bromo-1-(2-methylphenyl)-2-nitrobenzene25.9g. Yield 88.9%.

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; KUNSHAN VISIONOX DISPLAY?CO., LTD; Tsinghua University; BEIJING VISIONOX TECHNOLOGY CO.LTD; QIU, YONG; LIU, FEI; LI, YINKUI; (42 pag.)CN103183691; (2016); B;,
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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

2-Ethoxyethylamine (2.14g, 24mmol) and diisopropylethylamine (4. 2ml, 24mmol) were dissolved in DCM (sol) and cooled to 0 C. To this was added pipsyl chloride (6.05g, 20mmol) in portions and the reaction stirred for 18 hours. Volatiles were evaporated in vacuo. The residue was dissolved in EtOAc (sol), washed with 0.33M citric acid (2 x 50ml), brine (sol), dried and evaporated in vacuo to yield an oil which solidified on standing to give the title compound as a pale yellow solid (6.97g, 98%). NMR: 1.01 (t, 3H), 2.89 (q, 2H), 3.30 (m, 4H), 7.53 (d, 2H), 7.75 (t, 1H), 7.97 (d, 2H); m/z 354 (M-H)-.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/76436; (2003); 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1-iodo-2-methoxybenzene

To a solution of 4-bromo-1-iodo-2-methoxybenzene (1.634 g, 5.221 mmol) in dry acetonitrile (20 mL) Cul (49.7 mg, 0.261 mmol) and Pd(Ph3P)2Cl2 (183.2 mg, 0.261 mmol) were added under Argon atmosphere and the mixture was degassed and backfilled with Argon for three times. TEA (0.728 mL, 5.221 mmol) and (ethynyl)trimethylsilane(l .48 mL, 1.03 g, 10.442 mmol) were added with a syringe and the reaction mixture, that darkened within 10 min, was stirred at room temperature for 1 h. The solvent was removed under vacuum and the residue was taken up with EtOAc (100 mL), washed with brine (3 x 20 mL), water (20 mL), dried over sodium sulphate and evaporated to dryness. The crude was purified by chromatography on silica gel (petroleum ether/diethyl ether 9/1) to yield the title compound as an orange solid (1.426 g, 96.5%). 1H NMR (400 MHz, DMSO-cie) delta ppm 0.21 (s, 9 H) 3.83 (s, 3 H) 7.11 (dd, J=8.18, 1.83 Hz, 1 H) 7.26 (d, J=1.83 Hz, 1 H) 7.31 (d, J=8.06 Hz, 1 H).

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; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria, Gabriella; BERTRAND, Jay, Aaron; GNOCCHI, Paola; MOTTO, Ilaria; NESI, Marcella; PANZERI, Achille; VIANELLO, Paola; WO2013/14039; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 63131-30-6, The chemical industry reduces the impact on the environment during synthesis 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, I believe this compound will play a more active role in future production and life.

Preparation of ethyl 3-(4-iodophenyl)-3-(phenylamino)acrylate 24[00332]To a solution of aniline (2.93g, 2.86ml, 31.4mmol) in EtOH (10ml), acetic acid (1.89g, 1.80ml, 31.4mmol) was added, followed by the addition of a solution of ethyl (4-iodobenzoyl) acetate in EtOH (10ml). The resulting solution was heated to reflux for at least 4 hours. EtOH was removed in vacuo, and the residue dissolved in DCM. The DCM solution was then washed with water, 5%HCl(aq.) and brine, and dried with Na2S04. The DCM was removed in vacuo to give the crude product as a yellow solid. The crude product was purified by columnchromatography eluting with 5% EtOAc in hexane to give the title product (1.06, 86%) as a pale yellow crystalline solid. 1H NMR (400 MHz, CDC13) delta 10.23 (s, 1H), 7.62 (d, J = 8.5 Hz, 2H), 7.17 – 7.02 (m, 5H), 6.94 (t, J = 6.9 Hz, 1H), 6.66 (d, J = 7.5 Hz, 2H), 4.97 (s, 1H), 4.20 (q, J = 7.1 Hz, 2H), 1.31 (t, J = 7.1 Hz, 3H).

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, Ethyl 3-(4-iodophenyl)-3-oxopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LIVERPOOL SCHOOL OF TROPICAL MEDICINE; O’NEILL, Paul; BIAGINI, Giancarlo; WARD, Stephen A.; BERRY, Neil Graham; NIXON, Gemma; AMEWU, Richard K.; PIDATHALA, Chandrakala; HONG, Weiqian David; GIBBONS, Peter; LEUNG, Suet Ching; PACOREL, Benedicte; SHARMA, Raman; LAWRENSON, Alexandre S.; SHONE, Alison E.; SRIVASTAVA, Abhishek; WARMAN, Ashley J.; WO2012/69856; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25252-00-0, The chemical industry reduces the impact on the environment during synthesis 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: To a mixture of 2-bromo-5-iodo-benzoic acid (25 g, 76.5 mmol) in CH2Cl2 (80 ml) were added(COCl)2 (9 ml) and DMF (0.5 ml). The reaction mixture was stirred for 14 h at rt, and all volatile constituents were removed on rotary evaporator in vacuo. The residue was dissolved in CH2Cl2 (50 ml), and the resultant solution was cooled to 0 C. After addition of anisole (23 ml) to the mixture, AlCl3 (12.5 g) was added portionwise not to exceed 10 C. The solution was stirred at rt for overnight and then poured into ice. The organic phase was separated off, and aqueous phase was extracted with CH2Cl2 twice. After drying organic phases with MgSO4, the volatile compound was evaporated in vacuo.The crude product was purified with Biotage to afford (2-bromo-5-iodophenyl)(4-methoxyphenyl)methanone (25.8 g, 81%) as a light yellow solid. A solution of (2-bromo-5-iodophenyl)(4-methoxyphenyl)methanone(10 g, 24 mmol) and triethylsilane (TESH, 15.3 ml, 96 mmol) in a mixture of CH2Cl2 (30 ml) and CH3CN (60 ml) is cooled to 0 C. Then with stirring, BF3 etherate (5.0 ml, 36 mmol) was added slowly. The solution was stirred for 14 hr at rt. The solution was stirred for additional 3 hr at 50~60 C and then cooled to rt.The resulting solution was quenched with aqueous KOH solution (50 ml) and the aqueous layer was extracted with ethyl acetate. After solvent was evaporated, the residue was purified with column chromatography to produce 1-bromo-4-iodo-2-(4-methoxybenzyl)benzene (6.96 g, 72%) as colorless oil. To a solution of 1-bromo-4-iodo-2-(4-methoxybenzyl)benzene (7.5 g, 18.6 mmol) in CH2Cl2 (50 ml) at 0 C was added BBr3 in CH2Cl2 (1.0 M, 37.5 ml) dropwise, and the reaction solution was then stirred for 3 h at rt. The resulting solution was quenched with MeOH and the volatile constituents were removed on rotary evaporator. The residue was purified with Biotage to afford 4-(2-bromo-5-iodobenzyl)phenol (6.7 g, 92%) as a white solid. To a mixture of 4-(2-bromo-5-iodobenzyl)phenol (6.7 g, 17.2 mmol) and K2CO3 (9.5 g, 68.8 mmol) in CH3CN(50 ml) was added allylbromide (3.2 ml, 37 mmol). The reaction mixture was stirred for 24 hr at rt. After filteration of insoluble compounds, the filtrate was evaporated, and the residue was purified with Biotage to produce 2-(4-(allyloxy)benzyl)-1-bromo-4-iodobenzene (6.9 g, 95%) as colorless oil.

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, 2-Bromo-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kang, Suk Youn; Kim, Min Ju; Lee, Jun Sung; Lee, Jinhwa; Bioorganic and Medicinal Chemistry Letters; vol. 21; 12; (2011); p. 3759 – 3763;,
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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 21740-00-1

General procedure: In a 10 mL glass tube 2-iodobenzoic acid (1.0 mmol), acetamidine hydrochloride (1.2 mmol), CuCl2 (0.1 mmol), L2 (0.1 mmol), and NaOH (4.0 equiv.) and 3.0 mL water were placed. The vessel was then sealed with a septum and placed into the microwave cavity. Initial microwave irradiation of 120 W by using a CEM Discover microwave synthesizer was used at the room temperature for 20 min. The reaction mixture was stirred continuously during the reaction. After completion of the reaction, the solvent was removed in vacuo. The residue was purified by silica gel column chromatography to afford the corresponding product. All the products were confirmed by NMR and MS spectroscopic analysis.

According to the analysis of related databases, 21740-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ke, Fang; Liu, Caiqin; Zhang, Peng; Xu, Jianhua; Chen, Xiaole; Synthetic Communications; vol. 48; 24; (2018); p. 3089 – 3098;,
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. 630384-36-0, name is Methyl 1-(4-iodophenyl)cyclopropanecarboxylate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 630384-36-0

Part A. 4-Iodophenylcyclopropyl acid, methyl ester (1.40 g, 4.63 mmol) was dissolved in DMF/H2O (1:2, v/v, 5 mL total) and K2CO3 (1.28 g, 9.26 mmol, 2 eq) and was added to a slurry of Pd(OAc)2 (2.08 g, 9.26 mmol, 2 eq) under CO atmosphere (1 atm). After overnight at rt, the mixture was quenched by diluting with EtOAc and H2O. The organic layer was washed with H2O (2*). The combined aqueous layers were acidified with conc. HCl, extracted with CH2Cl2 (3*), dried over MgSO4, filtered, and concentrated under vacuum overnight to give 4-(1-methoxycarbonyl-cyclopropyl)-benzoic acid (0.987 g, yield: 97%). 1H NMR (acetone-d6) delta 7.95 (d, J=8.1 Hz, 2H), 7.46 (d, J=8.1 Hz, 2H), 3.55 (s, 3H), 1.55 (m, 2H), 1.22 (m, 2H) ppm.

The synthetic route of 630384-36-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qiao, Jennifer X.; Pinto, Donald J.; US2004/266761; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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. name: Methyl 5-bromo-2-iodobenzoate

Step1: The reactor was added 9- phenanthrene boronic acid (2.22g, 10mmol),Methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd(PPh3)4 (0.21 g, 0.18 mmol), K2CO3 solution (2.76 g, 20 mmol), 5 mL of deionized water,13 mL of toluene and 130 mL of tetrahydrofuran were stirred and refluxed for 12 hours. After the reaction was terminated,The organic layer was separated and distilled under reduced pressure.Through silica gel column purification, and dried to give intermediate 35-1 (2.86g, 73%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 181765-86-6, its application will become more common.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (23 pag.)CN109305943; (2019); 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 1133123-02-0 as follows. Safety of 4-Bromo-2-iodobenzoic acid

General procedure: A sealed tube was charged with CuCl (0.02 mmol), BFMO (0.02 mmol), N-protected N-alkenylhydrazine (2.0 mmol), 2-iodobenzoic acid (2.4 mmol), and K2CO3 (4 mmol). The tube was evacuated and backfilled with argon three times before anhydrous DMSO (4.0 mL) was added via syringe (NOTE: for liquid substrates, they were added into the tube via syringe after the tube was backfilled with argon). The mixture was sealed and stirred at 80 C for 24 h. The mixture was diluted with EtOAc, washed with water, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated in vacuo and the residue was treated with 4M HCl/1,4-dioxane (1.2 mL) at 80 C. After the starting material was completely consumed, the solution was cooled and diluted with EtOAc. The resultant mixture was washed with water and dried over anhydrous sodium sulfate. After the solution was concentratedin vacuo, the residue was purified by flash chromatography to afford the corresponding indole.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei; Tetrahedron; vol. 76; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com