Category: 573764-31-5

Application of 573764-31-5,Some common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, molecular formula is C6H5ClIN, 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.

In a microwave reaction vial with a magnetic stir bar, 4-chloro-3-iodoaniline (3) (1 eq, 0.4 mmol) was added, followed by 0.2 M HCl in D2O (1 eq, 2 mL). The vial was capped and sealed and heated in the microwave synthesis apparatus for 30 mins at a temperature of 180°C . The reaction mixture was cooled down and was quenched by additon of 2 mL 3 M NaOH, 1 mL brine and 2 mL Et2O, separating the organic phase and washing with brine.

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

Reference:
Article; Wang, Fangying; Jiang, Hongxia; Deng, Yufang; Yu, Jiang; Zhan, Miao; Zhao, Lifeng; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2399 – 2402;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 573764-31-5, These common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, 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 mixture of compound 3 (5 mmol), phenylboronic acid (10 mmol), Pd(Ph3P)4 (0.1 mmol), Na2CO3 (10 mmol) in 1,4-dioxane/H2O (20 mL) was stirred at 110 °C for 24 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with EtOAc. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/EtOAc, 10:1) to give pure product as a yellow liquid, yield 88percent.

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 573764-31-5,Some common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, molecular formula is C6H5ClIN, 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.

A mixture of compound 3 (5 mmol), 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2- bi(1,3,2-dioxaborolane) (10 mmol), KOAc (10 mmol), PdCl2(dppf) (0.1 mmol) in DMF (20 mL) was stirred at 95 °C for 2 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with CH2Cl2. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/CH2Cl2, 10:1) to afford a white solid, yield 50percent. 1H NMR (400 MHz, DMSO-d6) delta 7.10 (d, J = 8.5 Hz, 1H), 6.97 (d, J = 2.9 Hz, 1H), 6.70 (dd, J = 8.5, 2.9 Hz, 1H), 5.32 (s, 2H), 1.38 (s, 12H). 13C NMR (101 MHz, DMSO) delta 147.40, 129.97, 124.63, 121.85, 118.00, 84.08 (2C), 25.08 (4CH3).

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 573764-31-5,Some common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, molecular formula is C6H5ClIN, 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.

E: EDC Amide Bond Formation Carboxylic acid (1.1 eq) was added to a solution of aniline (1.0 eq) and EDC (1.4 eq) in methylene chloride (0.7 M in aniline). The solution was stirred at 23° C. for 2 hours, poured onto a 1:1 mixture of saturated aq. NH4Cl and water, extracted twice with methylene chloride, dried (MgSO4), and concentrated. Purification of the crude product by chromatography on silica gel (conditions given below) afforded the desired product.; Example 5 5-Acetyl-N-(4-chloro-3-(pyridin-2-yl)phenyl)thiophene-2-carboxamide 4-Chloro-3-iodoaniline (2.5 g, 9.88 mmol) was used in Procedure E with 5-acetylthiophene-2-carboxylic acid (1.85 g, 10.8 mmol) at 23° C. for 2 hours. The crude material was purified by silica gel chromatography (20-100percent ethyl acetate/hexanes) to yield 5-Acetyl-N-(4-chloro-3-iodophenyl)thiophene-2-carboxamide as a yellow solid.

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

Reference:
Patent; Gunzner, Janet L.; Sutherlin, Daniel; Stanley, Mark S.; Bao, Liang; Castanedo, Georgette M.; Lalonde, Rebecca L.; Wang, Shumei; Reynolds, Mark E.; Savage, Scott J.; Malesky, Kimberly; Dina, Michael S.; US2006/63779; (2006); A1;,
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 573764-31-5 as follows. name: 4-Chloro-3-iodoaniline

General procedure: A mixture of compound 3 (5 mmol), phenylboronic acid (10 mmol), Pd(Ph3P)4 (0.1 mmol), Na2CO3 (10 mmol) in 1,4-dioxane/H2O (20 mL) was stirred at 110 °C for 24 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with EtOAc. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/EtOAc, 10:1) to give pure product as a yellow liquid, yield 88percent.

According to the analysis of related databases, 573764-31-5, the application of this compound in the production field has become more and more popular.

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 573764-31-5 as follows. Recommanded Product: 573764-31-5

3) Preparation of 4-chloro-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (compound 1-5) A mixture of compound 1-4 (10 g, 39.5 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (20.0 g, 79.0 mmol), KOAc (11.6 g, 118.5 mmol), and PdCl2(dppf) (960 mg, 1 mmol) in 1,4-dioxane (60 mL) was stirred at 105¡ã C. for 8 h under N2. The reaction mixture was concentrated in vacuo, and the residue was purified by column chromatography (hexanes/dichloromethane: 3/1 to 1/1) to afford compound 1-5 as a light yellow solid (6.0 g, 60percent yield). LCMS: m/z 295.1 [M+42]+. 1H NMR (400 MHz, CDCl3): delta 1.36 (s, 12H), 3.61 (br, 2H), 6.65 (dd, J=8.8 Hz, 2.8 Hz, 1H), 7.00 (d, J=2.8 Hz, 1H), 7.11 (d, J=8.8 Hz, 1H).

According to the analysis of related databases, 573764-31-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genetech, Inc.; Curis, Inc.; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2014/18368; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com