Category: 874-17-9

Electric Literature of 874-17-9, A common heterocyclic compound, 874-17-9, name is 4-Chloro-2,6-dibromoaniline, molecular formula is C6H4Br2ClN, 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.

The RM-1 to RM-10 used for the synthesis of the objective compound are as follows:For the synthesis of the target compound, RM-11 was synthesized by the above reaction scheme.In a round bottom flask, 15.0 g of 2,6-dibromo-4-chloroaniline,(RM-1) were dissolved in 200 ml of 1,4-dioxane, 60 ml of K2CO3 (2M) and 3.64 g of Pd (PPh3) 4 were added, and the mixture was stirred under reflux. After confirming the reaction by TLC, water was added and the reaction was terminated.Then, 13.5 g of phenylboronic acid (RM-1) was dissolved in 200 ml of 1,4-dioxane, 60 ml of K2CO3 (2M) and 41.6 g of Pd (PPh3) were added thereto and the mixture was stirred under reflux. After confirming the reaction by TLC, water was added and the reaction was terminated. The organic layer was extracted with MC, filtered under reduced pressure, and then subjected to column purification to obtain 8 g of intermediate RM-11 (yield 70%).

The synthetic route of 874-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGJIN SEMICHEM Co., Ltd.; Park Min-su; Ahn Hyeon-cheol; Kang Gyeong-min; Lee Hyeong-jin; Seo Jeong-a; Kim Seung-ho; (76 pag.)KR2019/11090; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 874-17-9, 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. 874-17-9, name is 4-Chloro-2,6-dibromoaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2,6-dibromo-4-chloroaniline (4 g, 14.0 mmol) was dissolved in 25% NaOMe soln in MeOH (48 mL) and treated with Cul (2.9g, 15.4 mmol) at RT under nitrogen atmosphere. The resulting mixture was stirred at 70 C for 12 h under nitrogen atmosphere. Upon completion, the reaction mixture was cooled to RT and concentrated in vacuo. The residue obtained was diluted with saturated NH4CI solution, extracted with EtOAc (2 x 50 mL) and the combined organic extract washed with water, brine, dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) using 1 % EtOAc-hexanes to give 4-chloro-2,6-dimethoxyaniline (1.0 g, 38%) as a pale brown liquid.1H NMR (300 MHz, CDCI3): delta = 6.52 (s, 2H), 3.83 (s, 6H). LCMS (m/z): 187.9 [M+H]+

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, 4-Chloro-2,6-dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matt; ROBERTSON, Avril; SCHRODER, Kate; (379 pag.)WO2016/131098; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 874-17-9, name is 4-Chloro-2,6-dibromoaniline, belongs to chlorides-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 874-17-9, SDS of cas: 874-17-9

Pd(OAc)2 (0.01 g, 0.04 mmol), 2,6-dibromo-4-chlorobenzenamine (0.57 g, 2 mmol), K2CO3 (0.55 g, 4 mmol) and phenylboronic acid (0.54 g, 4.4 mmol) were placed in a 100 ml flask and allowed to stir at 25 C for 24 h, in the presence of 10 ml PEG-400. The mixture was extracted three times with 10 ml diethyl ether. The combined organic phase was dried over MgSO4, filtered, and the solvent was removed. The residue was purified by chromatography on silica gel with petroleum ether/ethyl ester (v/v = 20:1) to give 4-chloro-2,6-diphenylbenzenamine (0.34 g, 60% yield). 1H NMR (400 MHz, CDCl3): delta 3.71 (s, 2H, -NH2), 7.00 (s, 2H, benzenamine), 7.28 (t, 2H, phenyl ring), 7.33-7.40 (m, 8H, phenyl ring). 13C NMR (400 MHz, CDCl3): delta 124.82 (benzenamine carbon connected with Cl), 127.47 (benzenamine carbon connected with phenyl), 128.38 (benzenamine carbon near Cl), 128.98 (phenyl carbon), 129.58 (phenyl carbon near benzenamine), 130.46 (phenyl carbon), 138.46 (phenyl carbon connected with benzenamine), 139.74 (benzenamine carbon connected with NH2).

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:
Article; Yuan, Jianchao; Wang, Fuzhou; Yuan, Bingnian; Jia, Zong; Song, Fengying; Li, Jing; Journal of Molecular Catalysis A: Chemical; vol. 370; (2013); p. 132 – 139;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

874-17-9, Adding some certain compound to certain chemical reactions, such as: 874-17-9, name is 4-Chloro-2,6-dibromoaniline, 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 874-17-9.

Under a nitrogen stream, 2,6-dibromo-4-chloroaniline (20.0 g, 70.08 mmol),Pd (PPh3) 4 (4.04 g, 3.50 mmol) was added to the reaction solution after stirring the mixture with phenylboronic acid (8.54 g, 83.01 mmol), K2CO3 (29.05 g, 210.24 mmol) and Toluene / H2O / EtOH Mmol) were added thereto, and the mixture was stirred at 100 C for 5 hours. After completion of the reaction, the reaction mixture was extracted with methylene chloride, concentrated under reduced pressure, and subjected to column chromatography to obtain the objective compound 4-chloro-2,6-diphenylaniline (15.8 g).

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 874-17-9.

Reference:
Patent; Doosan Corporation; Son, Hyo Suk; Sim, Jae Uii; Lee, Jae Hun; Park, Ho Chul; Lee, Chang Jun; Sin, Jin Yong; Baek, Young Mi; (46 pag.)KR2015/87045; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics