Category: 6293-83-0

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. COA of Formula: C6H5IN2O2

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%).

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

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, 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. 6293-83-0, name is 2-Iodo-4-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 20 mL dehydrated deoxygenated Schlenk tube, acetophenone p-toluenesulfonylhydrazone(0.30 mmol, 86.4 mg), 2-iodo-4-nitroaniline (0.2 mmol, 52.8 mg), bis triphenylphosphine palladium(0.02 mmol, 14.0 mg), sodium tert-butoxide (1.2 mmol, 115.2 mg) 3.0 mL diethylene glycol dimethyl ether (diglyme), and finally 0.1 MPa of CO2 was injected into the reaction tube. The sealed reaction tube was heated and stirred in an oil bath at 140 C for about 24 hours Rear. The reaction solution was acidified with 1.5 mL of a 1 M hydrochloric acid solution and extracted with ethyl acetate (4 mL x 5) The organic phases were combined and finally the product was purified by column chromatography and then dried to give 23.9 mg of a white solid powder as a solid45%

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, 2-Iodo-4-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changzhou University; Sun, Song; Cheng, Jiang; Hu, Weiming; Gu, Ning; Wang, Bingbing; (12 pag.)CN106432074; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature 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.

iV-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 (11 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 Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by Hash column chromatography (EtOAc : Hex ::: 0 : 100 to 100 : 0) to give 10- henzyl -2-bromo-8-mtro-5, 10-dihydro- 1 li ~dibenzo[b,e] [ 1 ,4] diazepin-11 -one (179 mg, 26 %).

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:
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.)WO2019/164947; (2019); 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. 6293-83-0, name is 2-Iodo-4-nitroaniline, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

iV-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1 .93 mmol), 2-iodo-4-nitroaniline (425 mg, 1 61 mmol), copper 1 ) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (11 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 Et20 and washed with water. The organic layer was dried over Na2S04, 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,l 0-dihydro-ri //-dibenzo| 7,e] l ,4|diazepin-l l -one (179 mg, 26

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; 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.)WO2019/164953; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products 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.

V-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 NaiSO-s, 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[¡ê>,e][l ,4]diazepin-l l-one (179 mg, 26 %).

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.)WO2019/164948; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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.

N-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 (11 muL). 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 Et2O and washed with water. The organic layer was dried over Na2S04, fdtered 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- 11H-dibenzo[b,e][1,4]diazepin-11-one (179 mg, 26 %).

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:
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.)WO2019/164932; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 (0.5 mmol) and Pd(OAc)2 (5.6 mg, 0.025 mmol, 5.0 mol%) in CH3CN (3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. Followed by the addition of ethyl acrylate 2a (100 mg, 1.0 mmol, 2.0 equiv) and triethylamine (101 mg, 1.0 mmol, 2.0 equiv), the mixture was stirred at 100 C until the reaction was finished. Then the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 5:1 to 2:1) afforded the corresponding alkenylanilines 3.

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; Chen, Xia; Zhou, Xiao-Yu; Wang, Liang-Guang; Synthetic Communications; vol. 47; 22; (2017); p. 2096 – 2102;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 6293-83-0, name is 2-Iodo-4-nitroaniline, I believe this compound will play a more active role in future production and life. 6293-83-0

In a nitrogen-purged four-necked flask, 2-iodo-4-nitroaniline(5.11 g, 19.4 mmol), Bis(triphenylphosphine)palladium(II) dichloride (281.7 mg, 0.401 mmol), Copper iodide (160.7 mg, 0.844 mmol),And 30 ml of diethylamine, and the mixture was stirred at room temperature (20 C.) for 10 minutes.Thereafter, N-Boc-propargylamine (3.72 g, 24.0 mmol) was added and the mixture was stirred at room temperature (20 C.) for 4 hours. After disappearance of the raw material was confirmed by HPLC (high performance liquid chromatography), 200 ml of ethyl acetate and 200 ml of 1 M ammonium chloride aqueous solution were added and extracted. The obtained organic layer was washed twice with 1 M ammonium chloride aqueous solution and dried over anhydrous magnesium sulfate. After removing the drying agent, the filtrate was concentrated and purified by silica gel column chromatography (distillate: ethyl acetate: hexane = 3: 7 (volume ratio)). The yield was 4.97 g, and the yield was 88.0%.

The chemical industry reduces the impact on the environment during synthesis 6293-83-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES LIMITED; SAKUMOTO, NAOKI; (63 pag.)JP5846230; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6293-83-0, A common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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.

iV-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 (11 niL). 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 Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex ::: 0 : 100 to 100 : 0) to give 10- henzyl -2-bromo-8-mtro-5, 10-dihydro- 1 l/T-dibenzo jo,ej [1,4] diazepin-l 1 -one (179 mg, 26 %).

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.)WO2019/164941; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 6293-83-0, name is 2-Iodo-4-nitroaniline, I believe this compound will play a more active role in future production and life. 6293-83-0

Example 6 (examples of the reaction formula (3)) [of 18] To a 2-iodo-4-nitroaniline 12 (7. 50 g, 28. 4 mmol), bis(triphenylphosphine)palladium dichloride (99. 6mg,0 ? 142 mmol) and copper(I) iodide (54. 1 mg, 0. 284 mmol) in ethyl acetate (49. 9 mL) solution at room temperature, the diethylamine (10. 4 g, 142 mmol) and the terminal acetylene 11 (11. 5g, 42. 6 mmol) in toluene (28.9mL) was added. Furthermore, the reaction mixture was heated to 50 C, and stirred for 6 hours. To the resulting reaction mixed solution is added with activated carbon (0.750g), in 50 C is filtered to remove the activated carbon and the reaction residue, adding water in the filtrate (22.5 ml), separating the organic phase. Furthermore, the solvent of the organic phase the distill goes under reduced pressure, the crude product obtained by adding toluene (46.2 ml), activated carbon (1.15g), in not more than 80 C lower filtering to remove the temperature of the activated carbon, the target is obtained by re-crystallization from filtrate nitryl body 13 (10.3g, 25.2 mmol, yield 89%). Nitro compound 13 through the structure of1H-NMR analysis identified, with the above-mentioned embodiment of the results of 5 the nitro compound obtained in 13 the1H-NMR completely identical.

The chemical industry reduces the impact on the environment during synthesis 6293-83-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nissan Chemical Industries, Ltd.; Takayama, Yuki; Nagao, Masato; (20 pag.)CN103068795; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com