Month: November 2020

The chemical industry reduces the impact on the environment during synthesis 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, I believe this compound will play a more active role in future production and life. 3032-81-3

Example 35 3-(3,5-Dichloro-phenylamino)-4-methoxy-N-phenyl-benzamide Prepared according to the procedure of Example 33 using 3-amino-4-methoxy-N-phenyl-benzamide (2.0 g, 8.3 mmol), 3,5-dichloroiodobenzene (4.5 g, 16.5 mmol), potassium carbonate (2.9 g, 21.0 mmol), and copper(I) iodide (0.5 g, 2.6 mmol) to give a gummy residue which was subjected to chromatography on a column of silica gel in dichloromethane to afford the product (0.3 g); m.p. 207-208¡ã C. after recrystallization from ethanol. Calculated for C20H16Cl2N2O2.0.2C2H6O: C, 61.80; H, 4.37; N, 7.07. Found: C, 61.47; H, 4.04; N, 7.08.

The chemical industry reduces the impact on the environment during synthesis 3032-81-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Warner-Lambert Company; US6268387; (2001); B1;,
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. 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 5471-81-8

A 3 -Liter round bottom flask equipped with a mechanical stirrer, thermocouple, and addition funnel was charged with 100 g of solid 4-iodo-3-methylbenzoic acid methyl ester and 1.0 L of dry THF. The mixture was cooled to -25 0C, and 218 mL of i-PrMgCl (2M in THF) was added dropwise over 25 min while the internal temperature was maintained at <-15 0C. The batch was kept at <-10 0C for 1 hr after the addition of the Grignard reagent. Analysis of a hydrolyzed aliquot showed greater than 97% deiodination. The reaction was then cooled to about -20 0C and quenched with trimethyl borate (77 g). The trimethyl’ borate reaction is exothermic. The temperature increased to about -4 0C during the addition of the trimethyl borate over a time of about 3 min. The resulting solution was aged for 1 h at <0 0C. The batch was then cooled to about -20 0C and further quenched with 1.0 L of IM H3PO4. This quench was also exothermic, raising the temperature to 3 0C by the end of the quench. The batch was aged at room temperature overnight.The THF was then removed by distillation at < 45 0C under reduced pressure. The product slurry was allowed to cool to room temperature, and then was filtered. The cake was washed with water (3 X 500 ml) and toluene (2 X 250 mL) and then was dried under vacuum with nitrogen sweep for 18 h to give the boronic acid 3 as an off-white crystalline solid. The synthetic route of 5471-81-8 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK & CO., INC.; WO2007/79186; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 29289-13-2, name is 2-Iodo-4-methylaniline, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 29289-13-2

The compound 2-iodo-4-methyl-aniline (32.6 g, 0.14 mol) was completely dissolved in 300 mL of chloroform in a nitrogen atmosphere, and bromine (21.9 g, 0.14 mol) was added at 0 C., and stirred for 2 hours. The organic layer was extracted with 300 mL of a 1 molar solution of sodium thiosulphate, and then the organic layer was completely distilled and purified by column chromatography (chloroform / hexane) to prepare Compound 1-B (40.2 g, yield: 92%).

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, 29289-13-2, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Yoon Hong-sik; Kang Yu-jin; Hong Wan-pyo; Kim Jin-ju; (261 pag.)KR2019/78541; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

121554-10-7, A common heterocyclic compound, 121554-10-7, name is 5-Bromo-2-iodobenzonitrile, molecular formula is C7H3BrIN, 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.

EXAMPLE 112a Preparation of intermediate 5-bromo-2-iodo-benzaldehyde To a solution of 5-bromo-2-iodo-benzomitrile (1.54 g, 5 mmol) in DCM (15 mL) was added a solution of DIBALH (6 mL, 6 mmol) dropwise at 0 C. After the addition, the reaction mixture was warmed to r.t. and stirred for 2 h. Then the mixture was poured into 20 g of ice and 20 mL of 1N HCl, filtered and extracted by DCM (40 mL), washed with aqueous sodium bicarbonate, dried over MgSO4 and concentrated to give crude product (Yield: 1.2 g).

The synthetic route of 121554-10-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Yang, Song; Zhang, Jing; Zhang, Zhuming; US2009/156610; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 31599-60-7

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.

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, 31599-60-7, other downstream synthetic routes, hurry up and to see.

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,
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. 612-55-5, name is 2-Iodonaphthalene, This compound has unique chemical properties. The synthetic route is as follows., 612-55-5

General procedure: Benzo[d]thiazole (1.0 mmol), aryl iodide(1.5 mmol), CuFe2O4 nanoparticles (0.05 mmol), ligand (0.02 mmol), and base were (1.5-2 mmol) taken in solvent (3 mL) and heated at 110 oC, for 10 h. The progress of the reaction was monitored by TLC. After the reaction was complete CuFe2O4 nanoparticles were placed on the bottom of the flask by a neodymium magnet, and the supernatant solution was removed. The crude residue was extracted with ethyl acetate (3 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography to give the corresponding 2-phenylbenzo[d]thiazole in excellent yields. The identity and purity of the product were confirmed by 1H, 13C NMR, and mass spectra.

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:
Article; Satish; Reddy, K. Harsha Vardhan; Anil; Ramesh; Kumar, R. Uday; Nageswar; Tetrahedron Letters; vol. 56; 34; (2015); p. 4950 – 4953;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows.

mixture of compound 71 (6.5 g, 19.8 mmol) and Fe (4.98 g, 89.2 mmol) inCH3COOH (30 mL) and CH3CH2OH (30 mL), was refluxed for 1.5 hours. The mixture was cooled to room temperature and after addition of saturated NaHC03 (aq.), extracted with ethyl acetate (3 x 150 mL).The combined organic layer was separated, dried over Na2S04 and the solvent was removed in vacuo, resulting in compound 72 (5.9 g). Method A2; Rt: 1.17 min. m/z=: 299.6 (M+H)+ Exact mass: 298.9

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; TIBOTEC PHARMACEUTICALS; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2012/13643; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, name is 2-Iodoethanol, 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. 624-76-0

Example XII 2-(adamantan-1-ylamino)ethanol 1-Adamantylamine (1 g, 6.05 mmol) and 2-iodoethanol (1.20 g, 7.00 mmol) were dissolved in benzonitrile (2 ml). The mixture was heated at 120 C. for 12 h. After this, the precipitate was filtered off and carefully washed with petrolether (3*20 ml). The white solid was dissolved in DCM (30 ml) and washed with a saturated solution of Na2CO3 (3*50 ml). The organic layer was separated, dried with Na2SO4 and the solvent was removed under reduced pressure to yield the title compound as colourless oil (950 mg, 4.86 mmol, 80%). 1H NMR (250 MHz, CD2Cl2): delta=1.55 (m, 12H, -CH2-), 1.99 (bs, 5H, -CH- and over-lapping OH, NH), 2.65 (t, 2H, J=5 Hz, -CH2-), 3.44 (t, 2H, J=5.1 Hz, -CH2-); all spectroscopic data are in good agreement with previously reported ones, e.g. P. E. Aldrich, E. C. Herrmann, W. E. Meier, M. Paulshock, W. W. Prichard, J. A. Snyder, J. C. Watts, J. Med. Chem. 1971, 14, 535-543.

Statistics shows that 624-76-0 is playing an increasingly important role. we look forward to future research findings about 2-Iodoethanol.

Reference:
Patent; BASF SE; BASF (CHINA) COMPANY LIMITED; HASHMI, A., Stephen K.; LOTHSCHUeTZ, Christian; WO2012/56419; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

610-97-9, 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. 610-97-9 name is Methyl 2-iodobenzoate, 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: A 50 mL round-bottomed flask, equipped with a gas inlet tube, a refluxcondenser and a magnetic stirring bar was charged with MCM-41-2PPdCl2 (102 mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa(7.5 mmol). The flask was flushed with CO. DMF (5 mL) was addedby syringe and a slow stream of CO was passed into the suspension.The mixture was vigorously stirred at 110-130 C for 2-20 h, cooledto room temperature and diluted with diethyl ether (50 mL). Thepalladium catalyst was separated from the mixture by filtration,washed with distilled water (2 ¡Á 10 mL), ethanol (2 ¡Á 10 mL) and ether(2 ¡Á 10 mL) and reused in the next run. The ethereal solution waswashed with water (3 ¡Á 20 mL), and dried over anhydrous magnesiumsulfate and concentrated under reduced pressure. The residue waspurified by flash column chromatography on silica gel (hexane-ethylacetate = 10 : 1).

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

Reference:
Article; Jiang, Jianwen; Wang, Pingping; Cai, Mingzhong; Journal of Chemical Research; vol. 38; 4; (2014); p. 218 – 222;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, Adding some certain compound to certain chemical reactions, such as: 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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.

General procedure: The appropriate 4-substituted-1-iodo-2-nitrobenzene 10 (1mmol), appropriate 1,3-disubstituted-5-aminopyrazole 11 (1.3mmol), and anhydrous potassium carbonate (248mg, 1.8mmol) were heated in the presence of rac-BINAP (23mg, 0.036mmol, 3.7mol%), Pd2dba3 (23mg, 0.024mmol, 2.5mol%), and 18-crown-6 (10mg, 0.038mmol) in toluene (8mL, purged with argon) at 100C. The reaction was carried out under argon for 24h. After cooling the reaction mixture was filtered and purified using column chromatography on aluminium oxide with toluene, or a toluene-ethyl acetate mixture (10:1) as an eluent. The product was recrystallized from toluene.

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 112671-42-8.

Reference:
Article; Danel, Andrzej; Wojtasik, Katarzyna; Szlachcic, Pawe?; Gryl, Marlena; Stadnicka, Katarzyna; Tetrahedron; vol. 73; 34; (2017); p. 5072 – 5081;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com