Category: 56404-21-8

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

Adding a certain compound to certain chemical reactions, such as: 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, 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 56404-21-8, Application In Synthesis of 1-Iodo-2,4-dimethyl-3-nitrobenzene

A three-necked flask equipped with a thermometer, a gas inlet, and a magnetic stirring bar was charged under argon with MnBr2 (320mg, 1.5mmol) in DMPU (25ml). CuCl (85mg, lmmol), ethyl 4-bromobutyrate (5.85g, 30mmol) and Et2Zn (2.7ml, 27mmol) were successively added. The reaction mixture turned dark red and was stirred for 4 h at 25 0C. After cooling to -30 0C, a solution of Cl2Pd(dppf) (0.925g, lOmmol) and 2,4-dimethyl-3-nitroiodobenzene (6.93g, 25mmol) in anhydrous THF (25ml) was slowly added. The reaction mixture was warmed to 25 C for 30 min and was then stirred at 65 C overnight and quenched with an aqueous 2N HCl solution (100ml). This mixture was extracted with CH2Cl2 three times, and the organic layer was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure, and the crude residue obtained was purified by Biotage (hexane/EtOAc, 0-30%, 40min) to give 4.5g of yellow oily products (68 %). 1H-NMR delta (CDCl3, 300MHz): 7.13 (d, J=7.8Hz, IH), 7.03 (d, J=7.8Hz, IH), 4.12 (q, J=7.2Hz, 2H), 2.64 (t, J=7.8Hz, 2H), 2.34 (t, J=7.8Hz, 2H), 2.23 (s, 3H), 2.20 (s, 3H), 1.86 (m, J=7.8Hz, 2H), 1.24 (t, J=7.8Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2,4-dimethyl-3-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; VALEANT PHARMACEUTICALS INTERNATIONAL; WO2008/66900; (2008); 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. 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8INO2

Step 2: To a hot suspension of iron powder (2.3 g, 8.3 mmol), ammonium chloride (2.16 g, 38.7 mmol) and water (18 ml.) in ethanol (50 ml.) was added 1-iodo-2,4- dimethyl-3-nitrobenzene in portions over a period of 10 minutes. The resulting mixture was heated at reflux for 1 hour, and filtered hot through a pad of Celite. The Celite was washed with ethanol and ethyl acetate and the filtrate was concentrated in vacuo. The residue was extracted with dichloromethane, the organics were dried over anhydrous sodium sulfate and filtered and the filtrate was evaporated to yield 2.Og (98%) of 3-iodo-2,6-dimethyl- phenylamine as a white solid. MS: 248.1 [M+H]+

According to the analysis of related databases, 56404-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; WO2009/108838; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 56404-21-8, 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. 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Scheme 4, Step B: 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),1 ,4-bis( diphenylphosphino )butane ( 6.5 g, 15.2 mmol), acetonitrile ( 462 mL ),triethylamine (88.2 mL), and methanol (280 mL). The Parr autoclave is sealed, purgedand pressurized with CO to 551.6 kPa (80 psig). The mixture is heated to 100C for 2hours. The mixture is cooled to ambient temperature and then vented. The mixture isthen concentrated to dryness under reduced pressure. Ethyl acetate (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 the title20compound as a red oil which crystallizes upon standing (52 g, 98 %). 1 H NMR (300.13MHz, CDCl3): o 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).

The synthetic route of 1-Iodo-2,4-dimethyl-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; VETMAN, Tatiana Natali; FISHER, Matthew Joseph; KUKLISH, Steven Lee; WO2014/4230; (2014); A1;,
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. 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H8INO2

A mixture of l-iodo-2,4-dimethyl-3-nitrobenzene [56404-21-8] (1.50 g, 5.41 mmol), methyl 2,2-difluoro-2-(fluorosulfonyl)acetate [680-15-9] (6.24 g, 32.5 mmol), Cul (1.24 g, 6.50 mmol) and DIPEA (0.70 g, 5.41 mmol) in anhydrous DMF (13.9 mL) was stirred at 80 C for 2 h. The mixture was poured out in water and the aqueous phase was extracted with Et20. The combined organic extracts were washed with brine, dried (MgS04), filtered and concentrated under reduced pressure. The crude mixture was purified by flash column chromatography (silica, pentane/Et20, gradient from 100:0 to 90:10) to afford I- 100 (840 mg, 71%) as a yellow oil.

The synthetic route of 56404-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; LEENAERTS, Joseph, Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; MARTINEZ LAMENCA, Carolina; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (110 pag.)WO2019/243533; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 56404-21-8, The chemical industry reduces the impact on the environment during synthesis 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, I believe this compound will play a more active role in future production and life.

To a solution of 2,4-dimethyl-3-nitroiodobenzene (14Og, 0.51mol), acrolein diethylactal (229ml, 1.5mol), W-Bu4NCl (139g, 0.5mol), ?-Bu3N (238ml, l .Omol) in 2000ml of DMF, Pd(OAc)2 (3.4g, 0.015mol) was added. The mixture was warmed at 90 0C and stirred for 2 hours. After cooling, the reaction mixture was diluted with 2N HCl and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was used for next step without further purification. An analytically pure sample was obtained by chromatography (ISCO, hexane/ethyl acetate, 0-30%, 40 min). 1H- NMR delta (DMSO-d6, 300MHz): 7.27 (d, J=7.8Hz, IH), 7.16 (d, J=7.8Hz, IH), 4.03 (q, J=7.2Hz, 2H), 2.87 (t, J=7.8Hz, 2H), 2.57 (t, J=7.8Hz, 2H), 2.16 (s, 3H), 2.13 (s, 3H), 1.14 (t, J=7.2Hz, 3H).

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-Iodo-2,4-dimethyl-3-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VALEANT PHARMACEUTICALS INTERNATIONAL; WO2008/66900; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com