Category: iodides-buliding-blocks

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

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

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

Application of 6213-88-3, The chemical industry reduces the impact on the environment during synthesis 6213-88-3, name is (E)-Methyl 3-iodoacrylate, I believe this compound will play a more active role in future production and life.

General procedure: Under nitrogen condition, Pd(PPh3)2Cl2 (18 mg, 0.025 mmol, 0.05 eq), CuI (6 mg, 0.025 mmol, 0.05 eq) and substrates (0.5 mmol, 1.0 eq) weres uccessively added to a 25 mL vial equipped with a stir bar. Dry THF (5.0 mL) was added using a syringe, then alkenyl iodine compounds (0.6 mmol, 1.2 eq) was added to the mixture. Et3N (150 mg, 1.5 mmol, 3.0 eq) was added at last. The reaction was stirredat 60 C for 12h. Solvent was removed in vacuoto leave a crude mixture, which is purified by silica gel column chromatography to afford pure product (PE:EA = 10:1).

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, (E)-Methyl 3-iodoacrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Dianpeng; Xing, Gangdong; Chen, Xueyuan; Yao, Jinzhong; Zhou, Hongwei; Tetrahedron Letters; vol. 57; 46; (2016); p. 5124 – 5126;,
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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9IO2

To a stirred solution of 3-(4-iodophenyl)propanoic acid (commercially available) in toluene and methanol (9:1, 0.2 M) 0 0C was added (diazomethyl)trimethylsilane (1 N solution in EhS), 2 eq). After stirring at room temperature overnight the reaction mixture was concentrated under vacuum and the resulting crude residue was purified by chromatography (silica gel, 20 – 50% EtOAc in hexanes) to afford methyl 3-(4-iodophenyl)propanoate.

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; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H8I2O

EXAMPLE 2 Process for Producing 3′-Deamino-3′-morpholino-adriamycin STR10 To a solution of adriamycin hydrochloride (20 mg; 0.034 mmoles) in 1 ml of DMF were added 200 mg (0.614 mmoles) of bis(2-iodoethyl)ether and 0.014 ml (0.104 mmoles) of triethylamine, and the reaction was carried out for 36 hours at room temperature. The product was worked up in the same way as in the purification procedure of Example 1 to give 13 mg (yield 61%) of the title compound.

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai; US4374980; (1983); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3, A common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, molecular formula is C6H3Cl2I, 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 Schlenk tube was charged with aryl iodides (0.5mmol), phen (18mg, 0.1mmol) and t-BuOK (112mg, 1.0mmol) under an atmosphere of nitrogen at room temperature, and then THF (4.0mL) was added. The resulting mixture was stirred at 70C for 24h. After cooling to room temperature, the reaction mixture was quenched and extracted with ethyl ether (10mL×3). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure, and then purified by silica gel chromatograph to yield the desired dehalogenation 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:
Article; Liu, Wei; Hou, Fanyi; Tetrahedron; vol. 73; 7; (2017); p. 931 – 937;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 41860-64-4 as follows. HPLC of Formula: C6H3FINO2

To 4-fluoro-2-iodo-1-nitrobenzene (40.0 g, 150 mmol) in THF (200 mL) at -40 C. was added phenylmagnesium chloride (80.0 mL, 2M in THF, 161 mmol) dropwise. The reaction was stirred for 30 min followed by dropwise addition of CuCN.2LiCl (26.0 g, 150 mmol) in THF. The mixture was stirred an additional 30 min at which time allyl bromide (20.0 g, 161 mmol) was added. The reaction was stirred at -40 C. for 2 h followed by rt overnight. The reaction was quenched with saturated ammonium chloride and extracted with EtOAc. The organic layer was washed with brine, dried (MgSO4) and concentrated. Purification by flash chromatography provided the title compound of step B (11.0 g, 60.7 mmol, 42%). 1H NMR (400 MHz, CDCl3) delta ppm 3.70 (d, J=6.4 Hz, 2H), 5.08-5.71 (m, 2H), 6.87-6.02 (m, 1H), 7.01-7.11 (m, 2H), 7.95-8.05 (m, 1H).

According to the analysis of related databases, 41860-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuntz, Kevin; Uehling, David Edward; Waterson, Alex Gregory; Emmitte, Kyle Allen; Stevens, Kirk; Shotwell, John Brad; Smith, Stephon Cornell; Nailor, Kristen E.; Salovich, James M.; Wilson, Brian John; Cheung, Mui; Mook, Robert Anthony; Baum, Erich W.; Moorthy, Ganesh; US2008/300242; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-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.

To a solution of 3-bromo-5-iodo-benzoic acid (D7) (50 g, 153 mmol, 1 equiv) in CH2CI2 (500 ML) was added 1- (3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (30.8 g, 160 mmol, 1.05 equiv), DMAP (14 g, 114 mmol, 0.75 equiv) and TERT BUTANOL (90 ML, 917 mmol, 6 equiv). The resulting mixture was stirred at room temperature for 48 h. DMAP (4.67 g, 38 mmol, 0.25 equiv) was then added and the solution was stirred for another 24 h then concentrated in vacuo. The residue was dissolved in AcOEt and washed sequentially with 2N aqueous HCI solution, 1 N aqueous NAOH solution and brine, dried over MGS04 and concentrated in vacuo to give 3-bromo-5-iodo-benzoic acid tert-butyl ester (D8b) (50.6 g, 86%) as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 56404-21-8,Some common heterocyclic compound, 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, molecular formula is C8H8INO2, 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.

To a 2 L Parr autoclave with mechanical stirring is added 1- iodo-2,4-dimethyl-3-nitro-benzene (70 g, 252.7 mmol), Pd(OAc)2 (2.8 g, 12.6 mmol), l,4-bis(diphenylphosphino)butane (6.5 g, 15.2 mmol), acetonitrile (462 mL), triethylamine (88.2 mL), and MeOH (280 mL). The Parr autoclave is sealed, purged, and pressurized with CO to 551.6 kPa (80 psig). The mixture is heated to 100 C for 2 hours. The mixture is cooled to ambient temperature and then vented. The mixture is then concentrated to dryness under reduced pressure. EtOAc (300 mL) and water (300 mL) are added. The layers are separated, and the aqueous layer discarded. The organic layer is dried over MgS04, filtered, and concentrated to dryness to afford methyl 2,4-dimethyl- 3-nitro-benzoate as a red oil that crystallizes upon standing (52 g, 98 %). 1H NMR (300.13 MHz, CDC13): delta 7.89 (d, J= 8.2 Hz, 1H), 7.19 (d, J= 8.2 Hz, 1H), 3.91 (s, 3H), 2.49 (s, 3H), 2.33 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2,4-dimethyl-3-nitrobenzene, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; VETMAN, Tatiana Natali; WARSHAWSKY, Alan M.; YORK, Jeremy Schulenburg; WO2015/94912; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com