Month: August 2021

Synthetic Route of 627-31-6, 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. 627-31-6 name is 1,3-Diiodopropane(stabilized with Copper chip), 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.

The synthesis method of the ionic liquid-based Gemini cationic surfactant of this embodiment is as follows:(1) 59.18 g (0.2 mol) of 1,3-diiodopropane and 20 g of ethanol were added to a four-neck round bottom flask.The mixture was heated to boiling with stirring, and 1 g of tetrabutylammonium iodide was added.Add 24.1g (0.1mol) dropwiseN,N-dimethyltetradecyl tertiary amine,The reflux temperature was maintained, and after stirring for 8 hours, ethanol was distilled off under reduced pressure.The solid was washed three times with chloroform.The filter cake was dried under vacuum at 60 C for 6 hours to obtain an intermediate N,N-dimethyl(1-iodopropyl)tetradecyl ammonium iodide in a yield of 96.5%;

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

Reference:
Patent; Zhengzhou University of Light Industry; Yang Xuzhao; Wang Jun; Li Yakun; Ping Dan; Zhang Yingying; Wu Shide; (8 pag.)CN109970657; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 21740-00-1, These common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, 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 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.

The synthetic route of 21740-00-1 has been constantly updated, and we look forward to future research findings.

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

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. 2996-31-8, name is 2-Fluoro-4-iodo-1-nitrobenzene, A new synthetic method of this compound is introduced below., Quality Control of 2-Fluoro-4-iodo-1-nitrobenzene

To a solution of compound 89-1 (450 mg, 1.69 mmol, 1.0 eq) in DMSO (5 mL) were added compound 89-la (116 mg, 1.69 mmol, 1.0 eq) and KF (98 mg, 1.7 mmol, 1.0 eq). The reaction mixture was stirred at 70 C for 2 hours. The mixture was diluted with water (30 mL) and the resultant mixture was extracted with EA (50 mL * 3). The combined organic layers were dried over Na2S04, filtered and concentrated to dryness under reduced pressure. The residue was purified by column chromatography over silica gel to afford the title compound 89-2 (200 mg, 37% yield). 1HNMR (400MHz, DMSO-c) delta 8.75 (s, 1H), 8.33 (s, 1H), 8.23 (d, J = 8.3 Hz, 1H), 8.01 (s, 1H), 7.97 (d, J= 8.3 Hz, 1H).

The synthetic route of 2996-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 63131-30-6, 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. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10 ml test tube reaction of adding 0.2mmol2 – (4-methoxyanilino) ethyl acetate and 0.01mmol trifluoro methane sulfonic acid copper, in order to 3 ml acetonitrile as the reaction solvent, added under stirring 0.1mmol4-iodophenylamino Carbamoyl ethyl acetate, the (green) LED illumination the reaction solution 1h rear, turns on lathe does reaction solvent, after column separation, the obtained product is nuclear magnetism hydrogen spectrum carbon spectrum and mass spectrum is identified as b ethyl 2 – (4-iodo benzoyl) – 3 – ((4-methoxylphenyl) amino) succinate

The synthetic route of Ethyl 3-(4-iodophenyl)-3-oxopropanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Technical Institute of Physics and Chemistry of the Chinese Academy of Sciences; WU, LIZHU; GAO, XUEWANG; MENG, QINGYUAN; LEI, TAO; ZHONG, JIANJI; XIANG, MING; TONG, ZHENHE; (21 pag.)CN104230734; (2016); B;,
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. 3058-39-7, name is 4-Iodobenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4IN

The compound 4-cyanoiodobenzene 1a (0.023 g, 0.10 mmol, 1.0 eqv.) was added to the reactor in that order.DMSO (0.3 ml), Cs2CO3 (0.065 g, 0.20 mmol, 2.0 eq.).Phenol 2a (0.0113 g, 0.12 mmol, 1.2 eq.) was stirred at room temperature for 10 minutes.Then placed in an 80 C oil bath, reacted under light for 10 h,After the TLC detection reaction is completed, the reaction solution is subjected to filtration, extraction and column chromatography.The target product 3a was obtained in a yield of 83%.

The synthetic route of 3058-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Three Gorges University; Wang Long; Liu Na; Yang Qingqing; Hu Weimin; (6 pag.)CN109879779; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic 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 391211-97-5, Product Details of 391211-97-5

Preparation 13 N-[(R)-2,3-Dihydroxy-propoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide (Form IV) To a flask containing 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid (2.6 Kg, 6.6 mol) and N,N’-carbonyldiimidazole (1.1 Kg, 6.8 mol) under nitrogen atmosphere, was added 12 L of dry acetonitrile. After stirring at 220+-5 C. for about 90 minutes, a solution of (R)-O-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-hydroxylamine in toluene was added (8.5 L total volume, about 8 moles of amine). The solution was stirred for at least 6 hours at 22+-5 C. Aqueous hydrochloric acid (9 L, 1.5 molar) was added, and after stirring for about 5 minutes, the layers were separated. Aqueous hydrochloric acid (9 L, 1.5 molar) was added to the remaining top layer, and after stirring for about 20 hours, the layers were separated. The remaining top layer was concentrated by vacuum distillation, and then diluted with 15 L toluene and 2 L ethanol. The mixture was warmed to 35-45 C. and diluted with 20 L warm water, then cooled to 0-5 C. The product was collected by filtration and washed with 2 L toluene. The product was recrystallized by dissolving in 12 L toluene and 2 L ethanol (50+-5 C), adding 10 L water and cooling to 0-5 C. After collecting the product by filtration and washing with toluene, the product was dried in a vacuum oven resulting in 2.6 Kg of N-[(R)-2,3-Dihydroxypropoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide. 2.4 Kg of the above compound as a mixture of different crystalline forms was stirred in a mixture of 10 L water and 1 L ethanol at 35+-5 C. for 20-30 hours, then cooled to 25+-5 C. The product was collected by filtration and washed with 1 L of water, then dried in a vacuum oven at 65 C.

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; PFIZER INC; US2005/222163; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10mol%),Methyl 3-methyl-4-iodobenzoate (0.2 mmol, 1.0 equiv.),(R)-Benzyl glycidyl ether (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C. Mix for 24 hours. The reaction vessel was cooled to rt then EtOAc (EtOAc)The Na2SO4 was dried, filtered and concentrated in vacuo. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 10:1 (v/v),58 mg of methyl 7-methyl-2-(benzyloxymethyl)-2,3-dihydrobenzofuran-5-carboxylate (light yellow oily liquid, yield 93%, ee > 99%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-iodo-3-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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: To a solution of proper diamine 1a,b (10 mmol) in dichloromethane (20 mL), triethylamine (300 mg, 0.416 mL, 30 mmol) was added with stirring. The mixture was cooled to 0 C, and a solution of the appropriate sulfonyl chloride 2a-j (5 mmol) in dichloromethane (2 mL) was added dropwise. The mixture stirred at room temperature overnight. The reaction mixture was washed with 10% Na2CO3 (20 mL) and then with distilled water (3×15mL). The organic layer separated and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure, and the residue was purified flash column chromatography (silica gel, appropriate ratio of hexanes-ethyl acetate) to give the purified semisolid compounds 3a-t.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdel-Maksoud, Mohammed S.; Kim, Mi-Ryeong; El-Gamal, Mohammed I.; Gamal El-Din, Mahmoud M.; Tae, Jinsung; Choi, Hong Seok; Lee, Kyung-Tae; Yoo, Kyung Ho; Oh, Chang-Hyun; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 453 – 463;,
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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To a solution of 4-iodo-3-nitroanisole (2.38 g, 8.50 mmol) in anhydrous THF (10 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 4.7 mL, 9.4 mmol) was added dropwise at a rate such that the temperature would not exceed minus 35C. Upon completion of the addition, the mixture was stirred at minus 40C for one hour, followed by addition of trimethylacetaldehyde (1.13 mL, 10.2 mmol). The mixture was stirred at minus 40C for two hours and then at room temperature for another one hour. The reaction was quenched with brine (100 mL), and the mixture was extracted with CH2CI2 (40 mL) three times. The combined organic phase was dried over a2S04 and concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield racemic (R/5)-l-(4-methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (1.52 g, 74%). 1H NMR (400 MHz, CDCl3): delta 7.67 (d, 1 H, J = 9.2 Hz, Ph-H), 7.22 (d, 1 H, J = 2.4 Hz, Ph-H), 7.12 (dd, 1 H, J= 8.8 and 2.8 Hz, Ph-H), 5.27 (d, 1 H, J= 4.0 Hz, Ph-CH), 3.86 (s, 3 H, OCH3), 2.01 (d, 1 H, J= 4.0 Hz, OH), 0.86 (s, 9 H, C(CH3)3).

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); 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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, A new synthetic method of this compound is introduced below., Safety of 2-Iodo-5-methylbenzoic acid

In a reactor, compound 15 (2.5 Kg, 9.54 mol) was dissolved in anhydrous methanol (10 L), and the concentrated sulfuric acid (360 mL, 7.16 mol) was slowly dripped into the reactor at room temperature. The reactor was heated to 65-80 C., and reacted for 18 hours. HPLC monitored that 5-7% of raw materials still remained. The reaction was supplemented with concentrated sulfuric acid (36 mL, 67.3 g) and continued to react for 18 hours. HPLC detected that the raw materials reacted completely.The reaction solution was cooled to 26 C. (four-pot reactions merged for treatment), and 10N sodium hydroxide solution (3.75 L) was slowly added to adjust pH to 5-6. The reaction solution was concentrated to about 35 L, and ethyl acetate (20 L), water (8 L), and 7% of sodium bicarbonate (10 L) were added into the reaction solution. Stirred and separated, the aqueous phase was extracted again with ethyl acetate (20 L), the organic phase was combined and washed with saturated brine (15 L), and dried over anhydrous sodium sulfate. The product solution was concentrated (-0.09 MPa, <55 C.) to obtain 2.5 Kg of product (yield: 95%) which was directly used for the next step without purification.1HNMR (DMSO-d6, 400 MHz) delta7.76 (d, J=8.4 Hz, 1H), 7.45 (s, 1H), 6.98 (d, J=8.0, 2.5H), 3.77 (s, 3H), 2.19 (s, 3H). 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; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; Wu, Songliang; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Qin, Dakun; Li, Xiaolin; Wang, Zheng; Li, Weidong; He, Haiying; (19 pag.)US10668066; (2020); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com