Category: 656-64-4

Electric Literature of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Mix 3-bromo-4-fluoro-aniline (415 mg, 2.18 mmol), cyclopropylboronic acid (244 mg, 2.84 mmol), K3P04 (1.62 g, 7.64 mmol), triphenylphosphine (61 mg, 0.22 mmol), Pd(OAc)2 (25 mg, 0.11 mmol), toluene (12 mL) and water (1 mL) under N2, stir at 100C for 16 hrs. Cool the reaction to 25C, add water (10 mL), extract with EtOAc (10 mLx2). Combine the organic layers; wash with brine (15 mL), dry over anhydrous Na2S04. Concentrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, PE_EtOAc=2:l) affords the target compound (200 mg, 61%).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, 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. Recommanded Product: 3-Bromo-4-fluoroaniline

General procedure: To a solution of 4-chloro-2-methyl-6-nitroquinoline 12 (2.67g, 12.0mmol) and aniline 13b (1.34g, 14.4mmol) in 30mL of isopropanol (IPA) was added HCl (2 drops) at room temperature. The reaction mixture was then heated at reflux temperature for 3h. Resulting solution was cooled to room temperature. Solid separated was collected by filtration and washed with IPA. The crude product obtained was crystallized from EtOH/CH2C2 to give 14b, 1.91g (57%).

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marvania, Bhavin; Kakadiya, Rajesh; Christian, Wilson; Chen, Tai-Lin; Wu, Ming-Hsi; Suman, Sharda; Tala, Kiran; Lee, Te-Chang; Shah, Anamik; Su, Tsann-Long; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 695 – 708;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, belongs to bromides-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 656-64-4, 656-64-4

N-Hydroxy-4-((2-methoxyethyl)amino)-1,2,5-oxadiazole-3-carbimidoyl chloride (1.5 kg, 6.8mol) was mixed with water (10 L). The mixture was heated to 60C. 3-Bromo-4-fluoroaniline (1.44 kg, 7.46 mol) was added and stirred for 10 mm. A warm sodium bicarbonate (0.86 kg, 10 mol)solution (10 L water) was added over 15 mm. The reaction mixture was stirred at 60C for 20 mm. The reaction mixture was cooled to room temperature and extracted with EtOAc (10 L*2). The combined organic solution was dried over sodium sulfate and concentrated to give the desired product (2.3 kg, 90%) as a brown solid. LCMS (M + H) : m / z = 374.0, 376.0. 1H NMR (400MHz, DMSO-d6): 6 11.55 (s, 1H), 8.85 (s, 1H), 7.16 (t, J = 8. 8Hz, 1H), 7.08 (dd, J = 6.1, 2.7Hz, 1H), 6.75 (m,1H), 6.14 (t, J = 5.8Hz, 1H), 3.48 (t, J = 5.2Hz, 2H), 3.35 (dd, J = 10.8, 5.6Hz, 2H), 3.22 (s, 3H).

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, 3-Bromo-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary