Category: 6293-83-0

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. 6293-83-0, name is 2-Iodo-4-nitroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5IN2O2

7V-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1.93 mmol), 2-iodo-4-nitroaniline (425 mg, 1.61 mmol), copper(I) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (1 1 mL). The resulting reaction mixture was first stirred at 80C for 2 hr, followed by heating to 135 C for another 16 hr. After cooling to room temperature, the mixture was diluted with an excess of EtzO and washed with water. The organic layer was dried over NazSOr, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0 : 100 to 100 : 0) to give 10-benzyl -2-bromo-8- nitro-5,10-dihydro- 1 1/7-dibenzo[£>,e][l ,4]diazepin-l l-one (179 mg, 26 %). -5if -dibenzo[6,e][l,4]

The synthetic route of 6293-83-0 has been constantly updated, and we look forward to future research findings.

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

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. 6293-83-0, name is 2-Iodo-4-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6293-83-0

To the solution of 2-iodo-4-nitroaniline (3.0 g, 11 mmol) in DMF (60 mL) and Et3N (60 mL) was added 2-ethynylpyridine (3.0 g, 45 mmol), Pd(PPh3)2Cl2 (600 mg) and CuI (200 mg) under N2. The reaction mixture was stirred at 60 C. for 12 h. The mixture was diluted with water and extracted with dichloromethane (3×100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuum. The residue was purified by chromatography on silica gel (5-10% ethyl acetate/petroleum ether) to afford 4-nitro-2-(pyridin-2-ylethynyl)aniline (1.5 g, 60%). 1H NMR (300 MHz, CDCl3) delta 8.60 (s, 1H), 8.13 (d, J=2.1 Hz, 1H), 7.98 (d, J=1.8, 6.9 Hz, 1H), 7.87-7.80 (m, 2H), 7.42-7.39 (m, 1H), 7.05 (brs, 2H), 6.80 (d, J=6.9 Hz, 1H).

According to the analysis of related databases, 6293-83-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hadida Ruah, Sara S.; Grootenhuis, Peter D.J.; Van Goor, Frederick; Zhou, Jinglan; Bear, Brian; Miller, Mark T.; McCartney, Jason; Numa, Mehdi Michel Jamel; US2007/244159; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6293-83-0,Some common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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: 2-iodoaniline (0.5 mmol) or 2-bromoaniline (0.5 mmol), complex 1 (0.05mmol), K2CO3 (1 mmol), (n-Bu)4NBr (0.1 mmol) and water (10 mL) were added to a sealed tube. The reaction mixture was stirred at 120oC for 30 h, then cooled to room temperature and then extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and the solvent was then removed under reduced pressure. The product was finally obtained by column chromatography on silica gel.

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

Reference:
Short Survey; Yu, Lintao; Zhou, Xiangge; Wu, Di; Xiang, Haifeng; Journal of Organometallic Chemistry; vol. 705; (2012); p. 75 – 78;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6293-83-0, name is 2-Iodo-4-nitroaniline, 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. Computed Properties of C6H5IN2O2

General procedure: A mixture of compound2 (1.0 equiv), 10% Pd/C (0.016 equiv), PPh3 (0.125 equiv), CuI (0.02 equiv), and triethylamine (2 equiv) in ethanol (5 mL) was stirred at 25-30 C for 30 min under nitrogen. To this was added iodoarene (3) (1.0 equiv), and the mixture was initially stirred at room temperature for 1 h and then at 70 C for the time indicated in Table 2. After completion of the reaction, the mixture was cooled to room temperature, diluted with EtOAc (50 mL), and filtered through Celite.The organic layers were collected, combined, washed with water (3 30 mL),dried over anhydrous Na2SO4, filtered, and concentrated under low vacuum.The crude residue was purified by column chromatography on silica gel using methanol/dichloromethane to afford the desired product.

The synthetic route of 6293-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Babu, P. Vijaya; Gorja, Dhilli Rao; Meda, Chandana Lakshmi T.; Deora, Girdhar Singh; Kolli, Sunder Kumar; Parsa, Kishore V.L.; Mukkanti; Pal, Manojit; Tetrahedron Letters; vol. 55; 20; (2014); p. 3176 – 3180;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6293-83-0,Some common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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 11 Preparation of 2-Iodo-p-phenylenediamine A mixture of concentrated hydrochloric acid (150 ml) and 2-iodo-4-nitroaniline (30.0 g) is stirred and warmed to 45¡ã-50¡ã C. A solution of stannous chloride dihydrate (90.0 g) in concentrated hydrochloric acid (110 ml) is added while maintaining the reaction temperature at 65¡ã-70¡ã C. After the addition is completed, the mixture is cooled in an ice bath and 50percent sodium hydroxide (250 ml) is added slowly. The mixture is filtered and the isolated damp solid is stirred in 600 ml water at reflux. The solution is decolorized with charcoal, filtered and cooled to afford 5.55 g of title compound, m.p. 95¡ã-99¡ã C.

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

Reference:
Patent; American Cyanamid Company; US4239708; (1980); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6293-83-0, 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. 6293-83-0 name is 2-Iodo-4-nitroaniline, 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: In a typical reaction, PdCl2(PPh3)2 (88 mg, 0.125 mmol), CuI (24 mg, 0.125 mmol) and THF (5 ml) were placed in an oven-dried, 2-neck RB flask. To this suspension, 2-iodoaniline (5.47 mg, 2.5 mmol) and triethylamine (702 mul, 5.0 mmol) were added. The reaction mixture was degassed by bubbling with argon for 15 min. Phenylacetylene (300 mul, 2.75 mmol) was then added, and the reaction mixture stirred at RT. After complete consumption of the 2-iodoanilines (~2 h, by TLC), the reaction mixture was filtered through celite, and the solvent rotary evaporated to obtain the crude product which was purified by silica gel (60-120 mesh) column chromatography using ethylacetate/ hexane (1:9, v/v) as eluent to give pure 2-phenylethynylaniline, 2a (400 mg, 83%).

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

Reference:
Article; Kumaran, Elumalai; Leong, Weng Kee; Tetrahedron Letters; vol. 55; 40; (2014); p. 5495 – 5498;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 6293-83-0, 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. 6293-83-0 name is 2-Iodo-4-nitroaniline, 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 mixture of 2-iodoaniline 1 (0.50 mmol) and Pd/C (10 wt% palladium on activated carbon paste and 50% moisture, 10 wt% wet Pd/C based on starting material 1) in 1,4-dioxane (3 mL) was added into a Schlenk flask (25 mL) and stirred at r.t. Ethyl acrylate (100 mg, 1.0 mmol, 2.0 equiv) and Et3N (101 mg, 1.0 mmol, 2.0 equiv) were added and the mixture was stirred at 100 C until the reaction was complete. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

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

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Synthesis; vol. 49; 24; (2017); p. 5364 – 5370;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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. Recommanded Product: 6293-83-0

A2 (100 mg, 378.8 mumol), acetylacetone (46.43 muL, 454.5 mumol), cuprous oxide (5.4 mg, 37.9 mumol), and cesium carbonate (123.4 mg, 378.8 mumol) were added to a 10 mL two-neck round bottom flask. A mixed solvent of N,N-dimethylformamide (0.75 mL) and water (0.25 mL) was replaced with nitrogen in the reaction system for 5 minutes, and then reacted at 100 C for 5 hours. After the reaction was detected by TLC, the reaction solution was cooled to room temperature. Ethyl acetate (2 mL) was added to dilute the reaction solution, and the insoluble impurities were filtered. The filtrate was extracted with ethyl acetate (5 mL ¡Á 3). The organic phases were combined and saturated brine (10 mL) was used. After washing, drying over anhydrous sodium sulfate, filtering the desiccant, and concentrating the filtrate to obtain a residue. Silica gel column chromatography (petroleum ether / ethyl acetate, volume ratio of 1: 1) gave 55.0 mg of a brown solid with a yield of 67%. mp: 280-282 C;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6293-83-0, its application will become more common.

Reference:
Patent; China Pharmaceutical University; Jiao Yu; Liu Yong; Lu Tao; Peng Qi; Chen Yadong; Tang Weifang; (36 pag.)CN110818609; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-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. name: 2-Iodo-4-nitroaniline

A. 1-Chloro-2-iodo-4-nitro-benzene (801A) 2-amino-5-nitro-iodobenzene (10.00 g, 37.9 mmol) was suspended in 12 N HCl (25 mL) and water (40 mL) and stirred for 30 min at 22 C. The mixture was then cooled to 0 C. and NaNO2 (5.23 g, 75.8 mmol in 18 mL of H2O) was added over a 10 min period. After 1 h, this solution was transferred to a solution of CuCl (3.75 g, 37.9 mmol) in water (50 mL) at 60 C. After 2 h, the mixture was cooled to 22 C. and extracted with EtOAc (3*150 mL) and the organics were dried over anhydrous MgSO4. The crude product was purified by silica gel flash chomatography eluding with 10-20% CH2Cl2 in hexanes to give compound 801A (4.20 g) as a yellow solid. HPLC: 100% at 3.447 min (retention time) (YMC S5 ODS column 4.6*50 mm eluding with 10-90% aqueous methanol over 4 mincontaining 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm).

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

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); 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. 6293-83-0, name is 2-Iodo-4-nitroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-nitroaniline

4-Nitro-2-(pyridin-2-ylethynyl)aniline To the solution of 2-iodo-4-nitroaniline (3.0 g, 11 mmol) in DMF (60 mL) and Et3N (60 mL) was added 2-ethynylpyridine (3.0 g, 45 mmol), Pd(PPh3)2Cl2 (600 mg) and CuI (200 mg) under N2. The reaction mixture was stirred at 60 C. for 12 h. The mixture was diluted with water and extracted with dichloromethane (3*100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuum. The residue was purified by chromatography on silica gel (5-10% ethyl acetate/petroleum ether) to afford 4-nitro-2-(pyridin-2-ylethynyl)aniline (1.5 g, 60%). 1H NMR (300 MHz, CDCl3) delta 8.60 (s, 1H), 8.13 (d, J=2.1 Hz, 1H), 7.98 (d, J=1.8, 6.9 Hz, 1H), 7.87-7.80 (m, 2H), 7.42-7.39 (m, 1H), 7.05 (brs, 2H), 6.80 (d, J=6.9 Hz, 1H).

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 6293-83-0.

Reference:
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com