Month: January 2021

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. HPLC of Formula: C8H7IO3

General procedure: To a solution of the alcohol (1 equiv) in dried THF at 0 C under a nitrogen atmosphere was added the acid (1.5 equiv) and triphenylphosphine (1.7 equiv), respectively. Then diisopropyl azodicarboxylate (1.7 equiv) was added slowly. The reaction mixture was stirred overnight, quenched with saturated NaHCO3, concentrated, and extracted with ethyl acetate for three times. The combined organic phase was dried over Na2SO4, concentrated, and the residue was purified with column chromatography to give the substrate in 60-85% yield.

The synthetic route of 68507-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xing, Xiangyou; Zhao, Yaohong; Xu, Chen; Zhao, Xinyang; Wang, David Zhigang; Tetrahedron; vol. 68; 36; (2012); p. 7288 – 7294;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, 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 401-81-0, SDS of cas: 401-81-0

To a solution of 1-trifluoromethyl-3-iodobenzene 13 (20 g, 73.5 mmol) in THF (200 mL) was added Pd(PPh3)2Cl2 (1.3 g, 0.18 mmol) and CuI (0.35 g, 0.18 mmol). Nitrogen was passed through the mixture while stirring for 20 minutes. Propargyl alcohol (4.9 g, 88.2 mmol) was added to the mixture followed by triethylamine (8.9 g, 88.2 mmol). The resulting exothermic reaction raised the temperature of the mixture to approximately 40 C. which was maintained with external heating for 2 hr, then the reaction mixture was stirred overnight. The mixture was cooled to room temperature, diluted with MTBE (200 mL) and filtered through a pad of Celite. The filtrate was washed with brine (200 mL), dried over sodium sulfate and solvent was removed under reduced pressure. The crude product was purified by column chromatography (200 g silica gel, eluted by 10-50% ethyl acetate/heptane gradient) to give the product 31 (14 g, 95% yield) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-3-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Liu, Julie F.; Imagire, Jillian; US2008/261926; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5326-47-6, 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. 5326-47-6, name is 2-Amino-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

2-Amino-5-iodoben- zoic acid (0.6616 g, 2.52 mmol) was refluxed overnight in CH3OH with TMSC1 (1.3689 g, 12.60 mmol) to esteriFy the carboxylic group. The solvent was evaporated. Afier that EtOAc was added, and it was extracted with saturated NaHCO3, water, and brine solution. After that it was purified with column chromatography (5% EtOAc in hexane) to yield yellow solid (3 9.29%). ?H-NMR (500 MHz, CDC13) oe 8.14 (d, J=2.2 Hz, 1H), 7.47 (dd, J=8.7, 2.2 Hz, 1H), 6.46 (d, J=8.7 Hz, 1H), 3.86 (s, 3H); ?3C-NMR (126 MHz, CDC13) oe 167.5, 149.9, 142.4, 139.6, 119.0, 113.0, 76.1, 51.9. Theterminal alkyne was prepared by method described above and purified by column chromatography (5% EtOAc in hexane) to obtain yellow solid (84.78%). Then, itwas desilylated before purification by column chromatography (10% EtOAc in hexane) to obtain pale yellow solid(50.72%).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-5-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE SCRIPPS RESEARCH INSTITUTE; MAHIDOL UNIVERSITY; TAYLOR, Palmer; YAMAUCHI, John; TALLEY, Todd T.; ARUNRUNGVICHIAN, Kuntarat; VAJRAGUPTA, Opa; FOKIN, Valery; (79 pag.)US2018/244653; (2018); 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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Formula: C9H9IO2

General procedure: A dry and argon-flushed Schlenk tube, equipped with a magnetic stirring bar and a rubber septum was charged with Ni(acac)2 (12.8 mg, 0.05 mmol, 0.05 equiv) as catalyst, 4-fluorostyrene (24.4 mg, 0.20 mmol, 0.20 equiv), the aryl iodide or heteroaryl chloride 3 as electrophile (1.00 mmol, 1.00 equiv), and freshly distilled THF (1 mL). The resulting suspension was cooled to 0 C and the prior prepared bis-(aryl)manganese solution (0.70 mmol, 0.70 equiv) was added dropwise at the prior adjusted temperature. The reaction conversion was monitored by GC analysis of hydrolyzed aliquots. After full conversion of the electrophile, the reaction mixture was quenched with a sat. aq NH4Cl and extracted with EtOAc (3 ¡Á 75 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure. Purification of the crude product by flash column chromatography afforded the desired 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; Benischke, Andreas D.; Desaintjean, Alexandre; Juli, Thomas; Cahiez, Gerard; Knochel, Paul; Synthesis; vol. 49; 24; (2017); p. 5396 – 5412;,
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. 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene

To a jacketed reactor, N,N-dimethylacetamide (DMAc) (960 mL) and sodium methylate (Na- OMe) powder (77.8 g) is charged at 20 C. Dimethyl malonate (191 g) is added dropwise into the above mixture while keeping internal temperature at around 10 C. After finishing addition, warm up the mixture to 20 C, and continue to stirr for another 10 minutes. Then, 2-chloro-5- iodonitrobenzene (136 g) is added in one portion, and heat the mixture to 78 C and stir for usually at least 2.5 hours until process monitor shows almost complete conversion. The resulting mixture is cooled down to 20 C, and it is quenched by 2 N cold aq. HCI solution (1440 mL). Then, the mixture is stirred for another 1 hour. Collect the solid by filtration and wash the solid with water (500 mL) to afford 2-(4-iodo-2-nitrobenzene)-dimethlymalonate (146 g) as pale yellow solid in 80% yield and 97% HPLC purity (Rt = 13.9 min).1H NMR (400 MHz, CDCI3) delta 3.79 (s, 6H), 5.26 (s, 1 H), 7.25-7.27 (m, 1 H), 7.95-7.98 (dd, J = 8.3, 1 .8 Hz, 1 H), 8.36-8.37 (d, J = 1 .8 Hz, 1 H);13C NMR (100 MHz, CDCI3) delta 53.3, 53.6, 93.4, 127.4, 132.8, 133.8, 142.4, 148.9, 167.1 ; MS (ESI): m/z 378.96 (M+1 ).

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 41252-95-3.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM INTERNATIONAL TRADING (SHANGHAI) CO., LTD.; SHI, Wenjian; SONG, Yanli; BAO, Yuhui; LU, Jun; HUANG, Yao; WEBER, Dirk; WO2014/37307; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 333447-42-0, These common heterocyclic compound, 333447-42-0, name is 1,5-Difluoro-2-iodo-4-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.

Step B – Synthesis of Compound CC2; A solution of compound CCl (7.11 g, 28.0 mmol), zinc cyanide (1.97 g, 16.8 mmol) and tetrakis(triphenylphosphine)palladium(0) (3.23 g, 2.80 mmol) in DMF (30 mL) was heated to 900C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was concentrated in vacuo and the residue obtained was taken up in water (400 mL) and extracted with ether (400 mL). The organic extract was washed with aqueous ammonium hydroxide solution (IN). The organic layer was dried (MgSO4) filtered, concentrated in vacuo to provide a residue that was purified using flash column chromatography (SiO2, EtOAc/Hexanes) to provide a mixture that contained product and triphenylphosphine. This mixture was further purified using sublimation at 1 mm/Hg at 45 0C to provide compound CC2 (1.8 g; Yield = 42%).

Statistics shows that 1,5-Difluoro-2-iodo-4-methylbenzene is playing an increasingly important role. we look forward to future research findings about 333447-42-0.

Reference:
Patent; SCHERING CORPORATION; WO2008/82484; (2008); 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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 5-Bromo-2-iodobenzoic acid

Add 5-bromo-2-iodobenzoic acid (1998 g, 6.11 mol) portion wise to a 20 C solution of sulfuric acid (100 mL) in methanol (13 L). Heat the suspension to reflux for 24 hours, then cool to 20 C and remove the solvent under reduced pressure. Pour the residue into a 1 : 1 mixture of methyl-ieri-butyl ether and ice water (20 L) and separate the phases. Extract the aqueous phase with methyl-tert-butyl ether (1.5 L), combine the organic phases and wash with aqueous 0.2 M NaOH (5 L), wash with saturated aqueous sodium chloride, dry over sodium sulfate, filter, and evaporate under reduced pressure. Dissolve the crude product in 40-45 C petroleum ether (10 L), filter through a pad of diatomaceous earth and evaporate under reduced pressure. Dissolve the residue in petroleum ether (5 L) and cool to -50 C, filter the first crop solids, wash the solid with ice cold petroleum ether. Evaporate the mother liquor, redissolve the solid in petroleum ether (1 L), cool to -50 C, and filter a second crop. Combine first and second crops and dry in open air to provide the title compound as a yellow solid (1880 g, 90%).

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; ELI LILLY AND COMPANY; DALLY, Robert Dean; WOODS, Timothy Andrew; WO2014/143601; (2014); 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. 19099-54-8, name is 1-Iodo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 19099-54-8

0.3 mmol of sodium carbonate and 0.1 mmol of 1,2-bis(4-methoxyphenyl)acetylene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of 4-methylbenzeneboronic acid, 0.3 mmol of 2-isopropyliodobenzene, and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 34.9mg of the desired product, yield 78%.

According to the analysis of related databases, 19099-54-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 191348-14-8, 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. 191348-14-8 name is 2-Iodo-4-methoxyaniline, 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.

General procedure: 2-iodoaniline (54.8 mg, 0.25 mmol) 1a, sodium azide (19.5 mg, 0.3mmol) 3, CuI (4.8 mg, 0.025 mmol), K2CO3 (34.5 mg, 0.25 mmol),phenylacetaldehyde (58 muL, 0.5 mmol) 2a, (DMEDA) (3 muL, 0.025mmol) were taken in a round bottom flask equipped with stirrer in 1.0mL of DMSO. The reaction mixture was heated to 80 C for 20 h.After cooling the room temperature, to the reaction mixture wasadded water (2 mL), and extracted with EtOAc (310 mL). Thecombined organic phases were washed with brine (25 mL), driedover anhydrous MgSO4 and concentrated in vacuo. The residue wassubjected to flash column chromatography with petroleum/ethylacetate (20/1) to afford the final product 4aa as light yellow solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Article; Yuan, Hua; Li, Kangning; Chen, Yongxin; Wang, Yu; Cui, Jiaojiao; Chen, Baohua; Synlett; vol. 24; 17; (2013); p. 2315 – 2319;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 16932-44-8, These common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, 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: A flask containing LiCl (980 mg,23.1 mmol), 2-bromo-4-fluoroanisole (1.0 mL, 7.7 mmol), DCMA (1.8 mL,8.4 mmol) and ethyl 3-ethoxyacrylate (3.3 mL, 23 mmol) in 1,4-dioxane(20 mL) was degassed by passing a stream of nitrogen through the mixturefor 10 min. Bis(tri-t-butylphosphine) palladium(0) (166 mg, 0.32 mmol) wasadded, and reaction mixture was heated at reflux under nitrogen for 16 h. Thebrown mixture was then cooled and partitioned between ethyl acetate andwater. The layers were separated, and the organic layer was washedsequentially with aqueous NH4Cl and brine, followed by drying over Na2SO4.The mixture was filtered, and the filtrate was concentrated under reducedpressure to give an oil which was purified by flash chromatography on silica(40 g, 10-50% ethyl acetate in heptane) to afford 22c as an orange oil (1.93 g,92%) as an inseparable mixture of E- and Z-isomers: 1H NMR (CDCl3, 500 MHz)alkene protons d: 5.21, 5.33 ppm (1:1 ratio); LCMS (ES): 269.2 (MH). HRMSCalcd for C14H17FO: 269.1184. Found: 269.1196.

Statistics shows that 2-Iodo-1,3-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 16932-44-8.

Reference:
Article; Kohrt, Jeffrey T.; Conn, Ed; Maguire, Robert; Wright, Stephen W.; Singer, Robert; Tetrahedron Letters; vol. 54; 51; (2013); p. 7065 – 7068;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com