Month: February 2021

5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, 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. Product Details of 5471-81-8

DMF (110 mL) was added to 4-iodo-3-methylbenzoic acid methyl ester (3.16 g), methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (14.5 mL), and copper(I) iodide (2.18 g), and the mixture was stirred with heating at 90C for 4 hours. The reaction mixture was cooled to room temperature, and saturated brine was added thereto. The mixture was extracted thrice, each with ethyl acetate, and the extracts were combined. The combined extract was washed with saturated brine, and dried over sodium sulfate. Insoluble matter was removed by filtration, and then the filtrate was concentrated. The residue was purified by silica gel column chromatography, whereby the title compound (2.66 g) was yielded. 1H-NMR (CDCl3) delta : 2.56(3H,s), 3.95(3H,s), 7.68(1H,d, J=8.1Hz), 7.93(1H,d,J=8.1Hz),7 .96 (1H, s).

The synthetic route of 5471-81-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, 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 21740-00-1, Recommanded Product: 5-Bromo-2-iodobenzoic acid

5-Bromo-2-iodobenzoic acid (409 mg, 1.25 mmol), A7-(3-dimethylaminopropyl)-iV- ethylcarbodiimide hydrochloride (288 mg, 1.5 mmol ), 1 -hydroxy benzotriazole (135 mg, 1.0 mmol), AVV-diisopropylethylamine (523 pL, 3.0 mmol), and benzylamine (109 pL, 1.0 mmol) were dissolved in anhydrous DMF (5 mL) and stirred at room temperature for 16 hr. The reaction mixture was diluted with an excess of EtOAc and washed five times with water and brine. The organic layer was dried over NarSOy filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : DCM = 0 : 100 to 30 : 70) to give A-benzyl- 5-bromo-2~iodobenzamide (361 mg, 87 %) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164949; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 123158-75-8, These common heterocyclic compound, 123158-75-8, name is 4-Chloro-2-iodo-6-nitroaniline, 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.

2-Amino-5-chloro-3-nitro-phenyliodide (1.5 g, 4.90 mmol) prepared in Preparation 19 and l-phenyl-2-trimethylsilylacetylene (4.3 g, 24.50 mmol) were dissolved in DMF (50 rnL). Palladium acetate (0.11 g, 0.5 mmol), lithium chloride (0.21 g, 4.90 mmol) and triethylamine (2.48 g, 24.50 mmol) were added thereto, and the mixture was stirred under heating for 3 h to 100C . After completion of the reaction, water was added to the reaction mixture, which was then extracted with ethyl acetate, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (1.05 g, Yield 87%). 1H-NMR (400HMz, CDCl3); delta 9.78(br s, IH), 8.15(s, IH), 7.78(s, IH),7.38~7.48(m, 5H), 0.26(s, 9H)

The synthetic route of 123158-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES LTD.; WO2009/25478; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 7425-53-8,Some common heterocyclic compound, 7425-53-8, name is Ethyl 4-iodobutanoate, molecular formula is C6H11IO2, 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.

; As a starting material for obtaining the compound of the formula (4), starting from the compound 1 as in Synthetic Example 1, the compound 11 was prepared via the compound 9 and the compound 10. [Show Image] [Show Image] [Show Image] First, conversion of ethyl 4-bromobutyrate into ethyl 4-iodobutyrate was carried out. Into 250 ml of acetone was dissolved 34.2 g (175 mmol) of ethyl 4-bromobutyrate, and then 29.1 g (175 mmol) of potassium iodide was added thereto, followed by heating under reflux over a period of 20 hours. Then, after the reaction solution was allowed to cool to room temperature, the solvent was removed by distillation and the residue was extracted with 150 ml of ethyl acetate. The resulting organic layer was washed with 50 ml of distilled water and then dried over anhydrous magnesium sulfate. Then, 43.2 g of a crude product was obtained by removing the solvent by distillation and drying under reduced pressure. As a result of 1H-NMR analysis, it was found that the crude product contained ethyl 4-iodobutyrate in a molar fraction of 92%. The crude product was used in the following step as it was. Next, 30.5 g (155 mmol) of the compound 1 was dissolved in 450 ml of tetrahydrofuran, and the resulting solution was cooled to -78C with dry ice/acetone. To the resulting solution was dropwise added 100 ml (156 mmol) of 1.56 M n-butyllithium/n-hexane solution. After the resulting mixture was stirred at the same temperature for 45 minutes, a solution of the crude product of ethyl 4-iodobutyrate, which had been prepared as above and dissolved in 50 ml of tetrahydrofuran, was dropwise added to the mixture. After dropwise addition, the resulting mixture was stirred at the same temperature for 10 minutes and then, the temperature was gradually elevated. When the temperature of the reaction solution reached -10C, 50 ml of 5% citric acid aqueous solution was added to terminate the reaction. To the reaction mixture were added 100 ml of 10% sodium thiosulfate aqueous solution, 150 ml of saturated sodium chloride aqueous solution, and 50 ml of ethyl acetate, followed by partitioning. The organic layer was separated and the aqueous layer was extracted in 50 ml of ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate. The solvent was removed by distillation and purification by silica gel column chromatography was carried out to obtain 46.0 g (yield 96%) of a pale yellow, liquid compound having a low viscosity. The chemical shift values of the product on 1H-NMR spectrum as measured in deuterochloroform were as follows: 1.23 (3H, t), 1.52-1.63 (1H, m), 1.65-1.80 (2H, m), 2.07-2.15 (1H, m), 2.25-2.37 (2H, m), 2.44 (3H, s), 3.45-3.55 (1H, m), 4.10 (2H, q), 5.08 (1H, d), 5.31 (1H, d), 5.57-5.66 (1H, m), 7.32 (2H, d), 7.70 (2H, d). The wave numbers (cm-1) with absorption on IR absorption spectrum (KBr pellet method) were as follows: 2980, 2930, 1730, 1600, 1300, 1290, 1140, 1090, 820, 670. The results of elemental analysis were as follows: carbon 61.73% and hydrogen 6.92%. Based on the above analysis, it was confirmed that the obtained compound was the compound 9. Next, conversion from the compound 9 to the compound 10 was carried out. Into 360 ml of tetrahydrofuran and 120 ml of methanol was dissolved 46.0 g (148 mmol) of the compound 9, and 3.42 g (2.96 mmol) of tetrakistriphenylphosphine palladium was added. The reaction solution was heated under reflux over a period of 16 hours. Then, after the reaction solution was allowed to cool to room temperature, the solvent was removed by distillation and purification by silica gel chromatography was carried out to obtain 41.0 g (89%) of a pale brown, liquid compound having a low viscosity. As a result of 1H-NMR analysis, IR absorption spectrum analysis, and elemental analysis shown below, it was confirmed that the product contained the compound 10 in a molar fraction of 81% and the remaining 19% was a geometrical isomer wherein the carbon-carbon double bond in the compound 10 was arranged in a cis-form. The chemical shift values of the compound 10 on 1H-NMR spectrum as measured in deuterochloroform were as follows: 1.25 (3H, t), 1.57-1.65 (2H, m), 2.03-2.10 (2H, m), 2.20 (2H, t), 2.44 (3H, s), 3.73 (2H, d), 4.12 (2H, q), 5.37-5.55 (2H, m), 7.33 (2H, d), 7.73 (2H, d). The wave numbers (cm-1) with absorption on IR absorption spectrum (KBr pellet method) were as follows: 2980, 2930, 1730, 1600, 1320, 1300, 1150, 1090, 820, 740. The results of elemental analysis were as follows: carbon 61.81% and hydrogen 7.01%. The compound 11 was prepared from the compound 10. A solution of 6.63 g (21.4 mmol) of the compound 10 dissolved in 65 ml of tetrahydrofuran was cooled to -78C with dry ice/acetone. To the solution was dropwise added 11.0 ml (22.0 mmol) of 2.0 M lithium diisopropylamide/heptane-tetrahydrofuran-ethylbenzene solution. After the resulting mixture was stirred at the same temperature for 60 minutes, a solution of 6.09 g (2…

The synthetic route of 7425-53-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOAGOSEI CO., LTD.; EP1612201; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3, HPLC of Formula: C6H3Cl2I

Step C: To 3,4-dichloro-1-iodobenzene (9.00 g, 41.0 mmol) in tetrahydrofuran (80 mL) at room temperature, was added isopropylmagnesium bromide (40.5 mL of a 2.0 M solution in THF, 82.0 mmol) dropwise. After 2 h, a solution of 1-(3-methoxybenzyl)piperidin-4-one (9.0 g, 41.0 mmol) from Step B above in tetrahydrofuran (10 mL) was added dropwise at 0 C. The reaction mixture was warmed to ambient temperature and stirred for 2 h. After 1 h, the reaction mixture was quenched with saturated ammonium chloride (5 mL). The mixture was diluted with ethyl acetate (50 mL) and washed with saturated ammonium chloride (80 mL), water (80 mL), brine (80 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. Purification by silica gel chromatography (dichloromethane to 10% ethyl acetate in dichloromethane) gave 4-(3,4-dichlorophenyl)-1-(3-methoxybenzyl)piperidin-4-ol (13.0, 86%) as a colorless oil: 1H NMR (CDCl3, 400 MHz) delta 7.62 (d, J=2.0 Hz, 1H), 7.43-7.38 (m, 1H), 7.36-7.30 (m, 1H), 7.25-7.21 (m, 1H), 6.96-6.90 (m, 2H), 6.84-6.77 (m, 1H), 3.82 (s, 3H), 3.55 (s, 2H), 2.84-2.76 (m, 2H), 2.47-2.37 (m, 2H), 2.10 (dt, J=4.5, 13.1 Hz, 2H), 1.72-1.65 (m, J=11.5 Hz, 2H); ESI MS (m/z) 366 [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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ALBANY MOLECULAR RESEARCH, INC.; US2012/46271; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 60166-93-0, name is Iopamidol, 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 60166-93-0, Recommanded Product: 60166-93-0

Add iopamidol (Substance II) to 40 mL of anhydrous N,N-dimethylacetamide10.0 g, concentrated sulfuric acid 0.520 g,Then, a hydroxyl protective agent 2,2-dimethoxypropane 6.40 mL was added dropwise with stirring.The reaction temperature was maintained at about 55 C, and the reaction was stopped after stirring for 24 h.Neutralize the reaction solution with a sodium carbonate solution of 3% by mass.Most of the solvent was removed by rotary evaporation to give a pale yellow oil.150 mL of distilled water was added to the oil, stirred at room temperature for 2 h, and then centrifuged to obtain a white solid.It was washed twice with distilled water to remove unreacted raw materials and impurities.The obtained product was dried in a vacuum oven at 50 C to give 8.0 g of crude product.The crude product was purified by silica gel column chromatography (dichloromethane:methanol = 15:1)5 g of white compound III were obtained with a final yield of 45.6%.

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, Iopamidol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tianjin Medical University; Yang Xiaoying; Gao Chunhui; Zhang Yinghua; Wang Li; Xing Chao; Wang Yinsong; Chen Yan; (16 pag.)CN108452327; (2018); A;,
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. 1878-94-0, name is 2-(4-Iodophenoxy)acetic acid, A new synthetic method of this compound is introduced below., COA of Formula: C8H7IO3

A mixture of 5 (846 mg, 3.0 mmol), 11 (869 mg, 5.2 mmol), EDCI (997 mg, 5.2 mmol), HOBt (796 mg, 5.2 mmol), DIPEA (0.89 mL, 5.2 mmol) was dissolved DMF (5 mL) and stirred at room temperature overnight. The reaction was quenched by 1 N of HCl solution and the reaction mixture was extracted with ethyl acetate, neutralized with saturated aqueous NaHCO3 solution, washed with saturated aqueous NaCl solution, dried over anhydrous Na2SO4, and concentrated. The resulting solid was washed with cold methanol to afford 6 (939 g, 2.2 mmol, 73%) as a white solid. This solid compound was pure enough to perform the next step: 1H NMR (400 MHz; CDCl3): delta 9.50 (s, 1H), 8.53 (s, 1H), 7.85 (d, J = 8.2 Hz, 1H), 7.78 (s, 1H), 7.67 (d, J = 8.4 Hz, 2H), 7.07 (d, J = 8.2 Hz, 1H), 6.80 (d, J = 8.4 Hz, 2H), 4.67 (s, 2H), 3.90 (s, 3H); 13C NMR (100 MHz; DMSO) delta 166.5, 166.2, 157.7, 152.0, 138.3, 126.8, 125.7, 122.3, 120.5, 117.7, 114.9, 84.4, 67.2, 52.0; MS (ESI) m/z 428 [M + H]+, 450 [M + Na]+, 466 [M + K]+.

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; Nakamura, Hiroyuki; Yasui, Yuka; Ban, Hyun Seung; Journal of Organometallic Chemistry; vol. 747; (2013); p. 189 – 194;,
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. 364-75-0, name is 1-Fluoro-4-iodo-2-nitrobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Fluoro-4-iodo-2-nitrobenzene

General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.

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; Huang, Zhi-You; Liu, Min; Mao, Yi-Jun; Chen, Yu-De; Wang, Yan-Ping; Liu, Chong; Tetrahedron Letters; vol. 60; 8; (2019); p. 626 – 629;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6940-76-7, 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. 6940-76-7, name is 1-Chloro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows.

4-(3-Chloropropyl)-5,7-difluoro-4H-benzo[1,4]oxazin-3-one 5,7-Difluoro-4H-benzo[1,4]oxazin-3-one (0.24 g, 1.3 mmol), Cs2CO3 (1.08 g, 3.3 mmol), and 1-chloro-3-iodopropane (0.296 g, 1.45 mmol) were mixed according to GP2. Purified by column chromatography (SiO2; heptanes/EtOAc, gradient 0 to 30% EtOAc) to give the title compound (0.17 g, 49%). Rf=0.66 (heptanes/EtOAc 1:1); 1H NMR (CDCl3) d 6.67-6.58 (m, 2H), 4.55 (s, 2H), 4.16-4.10 (m, 2H), 3.59-3.52 (m, 2H), 2.21-2.10 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 1-Chloro-3-iodopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar; US2005/209226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6828-35-9, The chemical industry reduces the impact on the environment during synthesis 6828-35-9, name is 5-Chloro-2-iodoaniline, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 2-iodo aniline/2-iodo phenol (0.25 mmol), Pd-NHC (5 mg, 2 mol%), Mo(CO)6 (0.50 mmol, 132 mg) was taken in round bottomed flask and backfilled with nitrogen three times. Alkyne (0.50 mmol), DMF (2 ml) and Me2NH (4 equiv) were added to the reaction mixture via syringe. The reaction mixture was heated at 95 C until the completion of the reaction. Afterwards, the reaction mixture was poured into the water and extracted with ethyl acetate (3¡Á10 ml). The organic phase was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified through column chromatography using ethyl acetate and petroleum ether as eluents.

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, 5-Chloro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ghosh, Prasanjit; Nandi, Aritra Kumar; Das, Sajal; Tetrahedron Letters; vol. 59; 21; (2018); p. 2025 – 2029;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com