Month: January 2021

19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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. Recommanded Product: 19099-54-8

General procedure: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
Iodide – Wikipedia,
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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. Computed Properties of C7H4BrIO2

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

These common heterocyclic compound, 260558-15-4, name is 4-Bromo-2-iodo-1-methylbenzene, 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. Safety of 4-Bromo-2-iodo-1-methylbenzene

A dry flask was charged with 4-BROMO-2-IODO-1-METHYL-BENZENE (6.85 G, 23.1 MMOL) and the flask was evaporated and then filled with argon and this process repeated twice. Dry THF (20 mL) was added, and the solution cooled to-35 C ; then isopropylmagnesium chloride (11.5 mL, 2.0 M in diethyl ether, 23 MMOL) was added slowly over 40 min keeping the temperature below-35 C. On completion of the addition the reaction mixture was stirred at-35 C for 30 min. A THF solution of ZNCI2 (3.93 G, 28. 9 mmol, 0.7 M) was added dropwise over 20 min. The reaction mixture was stirred at 0 C for 20 min; then 2-chloro-4-nitro-benzoyl chloride (5.33 g, 24.2 MMOL) and Cu (OAC) Z (92 mg, 0.46 MMOL) were added and the reaction mixture was allowed to warm to room temperature. After 16 h the reaction mixture was poured into a mixture of ETOAC/WATER, then shaken and separated. The aqueous phase was extracted with more EtOAc. The organic phases were combined, dried (MGS04), filtered, and concentrated in vacuo to afford the crude product. The crude product was purified by flash chromatography using EtOAc/petroleum ether 1: 14 as the eluent to give the title compound as almost white solid.

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

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Iodide – Wikipedia,
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Related Products of 460-37-7, 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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Example 302A Ethyl [6-formyl-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate 1.0 g (3.37 mmol) of the compound from Ex. 289A and 1.65 g (5.06 mmol) of caesium carbonate were stirred in 17 ml of DMF at RT for 10 min, before 1.13 g (5.06 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Subsequently, the reaction mixture was stirred at a temperature of 100 C. in a microwave oven (Biotage Initiator with dynamic control of irradiation power). After 1.5 h, the mixture was cooled to RT, diluted with about 75 ml of ethyl acetate and washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the filtrate was evaporated to dryness. The crude product was purified by preparative HPLC (Method 8). After concentration of the product fractions and drying under high vacuum, 938 g (70% of theory) of the title compound were obtained. 1H-NMR (500 MHz, DMSO-d6, delta/ppm): 10.12 (s, 1H), 4.64 (s, 2H), 4.22 (t, 2H), 4.15 (q, 2H), 2.89-2.74 (m, 2H), 2.79 (s, 3H), 1.21 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.98 min, m/z=393 [M+H]+.

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; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25252-00-0,Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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 I: To a stirred solution of 2-bromo-5-iodobenzoic acid (25.0 g, 76.48 mmol) in dichloromethane (200 mL) was added oxalylchloride (10.3 mL, 114.74 mmol) at 0 C. followed by DMF (0.9 mL). After complete addition, the reaction mixture was stirred at room temperature for 3 h. Volatiles were evaporated under reduced pressure to furnish 2-bromo-5-iodo-benzoyl chloride (26.4 g). The crude product was used for the next step immediately.

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-iodobenzoic acid, its application will become more common.

Reference:
Patent; NOVARTIS AG; US2012/264700; (2012); 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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO

General procedure: To a test tube containing a magnetic bar was added aryl halide (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol(12 muL, 0.2 mmol), and DMSO/H2O (1.0 mL/0.5 mL). After flushing with argon, the mixture was stirred in a preheated oil bath at 120 C for 24 h. After cooled to ambient temperature, the reaction mixture was distributed in aqueous HCl (5 %) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated under vacuum. The crude product was further purified by column chromatography (EtOAc/n-Hexane) to provide the phenols.

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; Kim, Jihye; Battsengel, Oyunsaikhan; Liu, Yajun; Chae, Junghyun; Bulletin of the Korean Chemical Society; vol. 36; 12; (2015); p. 2833 – 2840;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 608-28-6, A common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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: All reactions were carried out in an 80 mL Teflon-lined stainless steel reactor equipped with a magnetic stirring bar. Typically, in a glovebox, the aryl iodides (1.0 mmol), RhI3(0.025 mmol), PPh3 (0.1 mmol), Et3N (1.2 mmol), and DMA (2 mL) were loaded into the reactor. Then, the autoclave was screwed up, charged with CO and H2 to a total pressure of 10 bar (1:1) and transferred to an oil bath preheated at 90 C, which was controlled by a Haake-D3 temperature controller. After completion of the reaction, the reactor was cooled in iced water and the gas carefully vented. The conversion and yield of the aryl iodides and arylaldehydes were determined by GC analysis using dodecane as an internal standard. For yield determination of the other products, the reaction mixture was first analyzed by GC-MS to determine the structures of the aromatic aldehyde products. Then, CH2Cl2 (5 mL) was added to the reaction mixture, after which deionized water (10 mL) was added to extract the solvent DMA for 5 times. The organic layer was dried over anhydrous Na2SO4, concentrated by rotary evaporation and finally purified by column chromatography on silica gel using n-hexane/ethyl acetate as eluent to obtain the pure products and isolated yields.

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; Chen, Suqing; Liu, Zhenghui; Mu, Tiancheng; Wang, Peng; Yan, Zhenzhong; Yu, Dongkun; Zhao, Xinhui; Beilstein Journal of Organic Chemistry; vol. 16; (2020); p. 645 – 656;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13329-40-3,Some common heterocyclic compound, 13329-40-3, name is 1-(4-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

Example 83A 2-Bromo-1-(4-iodo-phenyl)-ethanone A solution of bromine (79.3 g, 508 mmo) in glacial acetic acid (50 mL) was added at room temperature to a solution of 1-(4-Iodo-phenyl)-ethanone (Aldrich, 125 g, 508 mmol) in glacial acetic acid (600 mL). The mixture was stirred for 10 h, then concentrated under reduced pressure and the residue was diluted with ethyl acetate (100 mL), and washed with brine (3*50 mL). The organic layer was concentrated, and the residue was crystallized from ethyl ether to provide the title compound as a yellow solid (150 g, 462 mmol, 91% yield). 1H NMR (300 MHz, CDCl3) delta 4.39 (s, 2H), 7.69 (d, J=8.5 Hz, 2H), 7.87 ppm (d, J=8.5 Hz, 2H); MS (DCl/NH3) m/z 246 (M-Br)+264 (M-Br+NH4)+.

The synthetic route of 13329-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); 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. 51839-15-7, name is Dimethyl 5-iodoisophthalate, A new synthetic method of this compound is introduced below., Product Details of 51839-15-7

To a 500 mL three-necked flask was added 100 g, 312 mmolOf 5-iodoisophthalic acid dimethyl ester,3.50 g, 16 mmol of NiBr2 and 300 ml of triethyl phosphite. After vacuuming three times,The temperature was gradually raised to 160 C under magnetic stirring, and the temperature was raised to 175 C after 4 hours of reaction. After 10 hours of continuous reaction,The diethyl phosphonate diethyl isophthalate was obtained by distillation under reduced pressure. Thereafter, 20 g of diethyl phosphonate diethyl isophthalate was weighed,With 50ml concentrated hydrochloric acid 120 degrees Celsius reaction 10h, cooled to room temperature filtration,To obtain a phosphonic acid substituted isophthalic acid. Finally, the phosphonic acid-substituted isophthalic acid was reacted with thionyl chloride under reflux conditions for 12 h,Get the target product.

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; Chinese Academy Of Sciences Changchun Applied Chemistry Institute; Zhang Suobo; Zhao Yali; Zhang Zhiguang; Li Shenghai; Dai Lei; (19 pag.)CN107176963; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 68507-19-7, 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. 68507-19-7, name is 3-Iodo-4-methoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dissolve 6-methoxy-naphthalen-1-yl)- [4- (2-piperidin-1-yl-ethoxy)-phenyl]- methanone-2-boronic acid (433 mg. , 1.0 mmoles) and 3-iodo-4-methoxybenzoic acid (556 mg. , 2.0 mmoles) in 8 ml of ethanol and add a slurry of 500 mg. of 10% palladium on carbon in 3 ml ethanol followed by 840 mg of sodium carbonate. Flush the vial with nitrogen and seal. Heat the mixture at 72 degrees for 24 hours. Cool, filter, wash the solid with ethanol and discard the solid. Purifty the filtrate on an SCX column, washing with methanol and eluting the product with 2N ammonia/methanol. Evaporate the solvent and purify on a silica column, eluting the impurities with a 0-10% methanol/methylene chloride gradient, then eluting the product with 20% methanol/methylene chloride to give 56 mg, 10%, of 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid. Convert 3-methoxy-4- {6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-yl}-benzoic acid (56 mg) to the HCl salt and dissolve in methylene chloride. Chill the solution in ice and add excess boron tribromide in portions. Stir at 0 degrees for 1 hour, then at room temperature for 1 hour. Add a few drops of boron tribromide and stir for another 1/2hour. Quench the mixture with saturated sodium bicarbonate and wash the water layer with a solvent composed of a 3/1 mixture of chloroform/isopropanol. Adjust the pH of the water layer to 7 and extract with the organic solvent. Combine the organic layers, dry over 3a molecular sieves and evaporate to a solid. Purify on an SCX column, eluting with 2N ammonia/methanol to give 16 mg (30%) of the title compound.

The synthetic route of 3-Iodo-4-methoxybenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73205; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com