Category: 6828-35-9

Synthetic Route of 6828-35-9, 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 6828-35-9 as follows.

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.

According to the analysis of related databases, 6828-35-9, the application of this compound in the production field has become more and more popular.

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

Electric Literature of 6828-35-9, 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. 6828-35-9 name is 5-Chloro-2-iodoaniline, 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.

5-Chloro-2-((trimethylsilyl)ethynyl)aniline To a solution of 5-chloro-2-iodoaniline (1.50 g, 5.92 mmol) and ethynyltrimethylsilane (1.25 ml, 8.88 mmol) in Et3N (20 ml) was added CuI (5.6 mg, 0.030 mmol) and Pd(PPh3)2Cl2 (21 mg, 0.030 mmol) and the mixture was stirred at room temperature for 5 hours. Celite was added and the suspension was filtered, rinsed with EtOAc. The filtrate was concentrated in vacuo to yield Intermediate 1 as a yellow oil (1.32 g, 100%). 1H NMR (CHLOROFORM-d) delta: 7.20 (d, J=8.2 Hz, 1H), 6.69 (d, J=1.8 Hz, 1H), 6.63 (dd, J=8.2, 2.1 Hz, 1H), 4.30 (br. s., 2H), 0.27 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-2-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E.; US2013/231338; (2013); 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 6828-35-9 as follows. SDS of cas: 6828-35-9

The corresponding imidazopyridine (0.2 mmol) was added sequentially to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.Cuprous iodide (0.03 mmol), 2-iodo-5-chloroaniline (0.4 mmol),1,10-azaphenanthroline (0.04 mmol), DBU (0.6 mmol),Carbon disulfide (0.8 mmol) and toluene (2.0 mL) were added by syringe under oxygen.The reaction tube was placed in a 120 C oil bath and stirred for 12 hours.The resulting solution was cooled to room temperature, and 2 mL of deionized water was added to the reaction solution.Mix well, each time with 3mL of ethyl acetate as extractant through liquid separation extraction operation,The crude product is extracted from the reaction solution, and the extract is combined.The solvent was removed by a rotary evaporator; the residue was purified on a silica gel column (silica gel, 200 to 300 mesh, eluent, petroleum ether / ethyl acetate (8:1 v/v)).The target product was obtained 66.8 mg, yield 82%.

According to the analysis of related databases, 6828-35-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6828-35-9,Some common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-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.

To a solution of 2-iodoaniline (1.000 g, 4.57 mmol) in THF (15 mL) and i-Pr2NH (3.20 mL, 22.83 mmol) were added 1-bromo-2-ethynylbenzene 5g (1.16 g, 5.48 mmol), PdCl2(PPh3)2 (0.048 g, 0.068 mmol,1.5 mol%), and CuI (0.026 g, 0.136 mmol, 3 mol%). The mixture wasstirred at r.t. under N2 for 2 h. After completion of the reaction, the mixture was extracted with NH4Cl (0.5 M) and EtOAc (3 ×). The combined organic phases were dried (Na2SO4) and evaporated. The residue was purified by column chromatography (petroleum ether/EtOAc, 80:20) to give 6g as a brown oil; yield: 1.205 g (87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-2-iodoaniline, its application will become more common.

Reference:
Article; Rode, Navnath D.; Arcadi, Antonio; Chiarini, Marco; Marinelli, Fabio; Synthesis; vol. 49; 11; (2017); p. 2501 – 2512;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-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: 2-Iodoaniline 2a (65.7 mg, 0.3 mmol), Cu(OAc)2 (6 mg, 10%), KOtBu (101 mg, 0.9 mmol), DMAc (1.0 mL) were mixed in a Schlenck tube and then to the mixture was added 2-(phenylethynyl)benzonitrile1a (74 mg, 0.36 mmol) under N2. The reaction mixture was stirred for 12 h at 120 C under N2. After the reaction was completed (monitored by TLC), the reaction mixture was then diluted with water and extracted with ethyl acetate. After the combined organic layers were washed with brine, dried over Na2SO4, and concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate as eluent to afford the pure product 3

The synthetic route of 6828-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
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. 6828-35-9, name is 5-Chloro-2-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloro-2-iodoaniline

Under nitrogen protection, 4-((1S,4S)-4-(but-3-yn-2-yl)cyclohexyl)-6-fluoroquinoline (110 mg,0.39 mmol), 5-chloro-2-iodoaniline (99 mg, 0.39 mmol) and Et3N (118 mg, 1.2 mmol) of N,N-dimethylacetamideCuI (8 mg, 0.04 mmol) and Pd(PPh3)2Cl2 (29 mg, 0.04 mmol) were sequentially added to the solution (3 mL), and the reaction mixture was added.The reaction was stirred at room temperature for 4 h. TLC showed that after the reaction of the starting material was completed, NaOH (160 mg, 4.0 mmol) was added, and the temperature was raised to 140.Stir at C overnight, cool to room temperature, add water to the reaction mixture to quench, extract three times with EA, and combine with organicWash with brine, dry with anhydrous Na2SO4,The crude product obtained by concentration is passed through a thin layer chromatography plate.(DCM / MeOH = 25 / 1) was isolated and purified to give the title compound (90 mg, yield: 77%) as pale yellow solid.

According to the analysis of related databases, 6828-35-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Hai Borui Pharmaceutical Co., Ltd.; Chengdu Beite Pharmaceutical Co., Ltd.; Huang Haoxi; Liu Guanfeng; Ren Junfeng; Yi Shoubing; Chen Tonghun; He Quanhong; Wu Xiancai; Li Yingfu; Su Zhonghai; (97 pag.)CN109574988; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 6828-35-9, name is 5-Chloro-2-iodoaniline, 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 6828-35-9, SDS of cas: 6828-35-9

General procedure: Aryl iodide or bromides (5.0 mmol),paraformaldehyde (5.0 mmol), Pd(OAc)2 (0.0005 mmol) (for aryliodides) or Pd(PPh3)4 (0.05 mmol) (for aryl bromides) andCs2CO3 (7.0 mmol) were reacted in DMSO at 80 oCfor 12 h. The reaction mixture was poured into H2O, and extractedwith Et2O. The internal standard (dodecane) was added to theresulting mixture, and the conversion of aryl iodide and the yield of thehydrodehalogenated product were calculated.

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, 5-Chloro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pyo, Ayoung; Kim, Sudeok; Kumar, Manian Rajesh; Byeun, Aleum; Eom, Min Sik; Han, Min Su; Lee, Sunwoo; Tetrahedron Letters; vol. 54; 38; (2013); p. 5207 – 5210;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6828-35-9, 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. 6828-35-9, name is 5-Chloro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Chloro-2-(phenylethynyl)aniline To 5-chloro-2-iodoaniline (1.27 g, 5.0 mmol) and ethynylbenzene (0.60 ml, 5.5 mmol) in Et3N (10 ml) was added CuI (5.0 mg, 0.025 mmol) and Pd(PPh3)2Cl2 (18 mg, 0.025 mmol) and the mixture was stirred at room temperature for 16 hours, diluted with EtOAc and was filtered through a pad of Celite. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (0-10% EtOAc in hexanes) to yield Intermediate 14 as beige solid (1.12 g, 98%). 1H NMR (CHLOROFORM-d) delta: 7.46-7.56 (m, 2H), 7.32-7.39 (m, 3H), 7.28 (d, J=8.2 Hz, 1H), 6.66-6.75 (m, 2H), 4.37 (br. s., 2H).

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, 5-Chloro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E.; US2013/231338; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-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: To a solution of 2-iodoaniline (0.5 mmol) and benzaldehyde (0.6mmol) in dry DMSO (1.5 mL), selenium powder (1.5 mmol), catalyst(0.05 mmol), and KOH (1.0 mmol) were added, the reactionmixture was stirred in a sealed tube under argon atmosphere at 120 C for 36 h. After the reaction was finished,the mixture was cooled to r.t., diluted with sat. aq NH4Cl (15mL), and extracted with EtOAc (3 × 10 mL). The organic layerwas dried over Na2SO4, and the solvent was removed underreduced pressure. The residue was purified by silica gel columnchromatography to afford the corresponding product 3aa.

Statistics shows that 5-Chloro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 6828-35-9.

Reference:
Article; Su, Tao; Xie, Shishun; Li, Bifu; Yan, Jun; Huang, Ling; Li, Xingshu; Synlett; vol. 26; 2; (2015); p. 215 – 220;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 6828-35-9, name is 5-Chloro-2-iodoaniline, 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 6828-35-9, category: iodides-buliding-blocks

In a round bottom flask, 5-chloro-2-iodoaniline (2.00 g, 7.89 mmol), methyl propargylether (1.00 mL, 11.84 mmol) and TEA (1.92 mL, 13.41 mmol) were diluted in DMF.The mixture was degassed (N2 bubbling) and Pd(PPh3)2C12 (0.28 g, 0.39 mmol) andCul (0.30 g, 1.58 mmol) were added. The reaction mixture was stirred at rt for 4 h.Thereaction mixture was aprtitionned between water and EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The crude was purified by column chromatography on silica gel (irregular Si02, 40 g, mobile phase:heptane/EtOAc, gradient from 90:10 to 80:20). The product fractions were concentrated to afford 1.0 13 g of intermediate 376 (70% yield, orange liquid which solidify upon standing).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; PONCELET, Virginie Sophie; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (477 pag.)WO2017/125530; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com