Category: 85462-59-5

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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-chloro-4-fluoroaniline

Step 1. Methyl trans-2-Amino-4-chloro-5-fluorocinnamate The title compound was prepared according to the procedure described in step 1 of Example 133 from 2-bromo-5-chloro-4-fluoroaniline (JP 01311056 A2, Nippon Kayaku Co., Ltd., Japan). 1H-NMR (CDCl3) delta: 7.69 (1H, d, J=15.8 Hz), 7.15 (1H, d, J=9.7 Hz), 6.74 (1H, d, J=6.4 Hz), 6.31 (1H, d, J=15.8 Hz), 3.81 (3H, s).

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; Nakao, Kazunari; Stevens, Rodney William; Kawamura, Kiyoshi; Uchida, Chikara; Koike, Hiroki; Caron, Stephane; US6608070; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 85462-59-5,Some common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, molecular formula is C6H4BrClFN, 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.

Step 2: 2-bromo-5-chloro-4-fluoro-N,N-dimethylaniline 2-Bromo-5-chloro-4-fluoroaniline (2.25 g, 0.01 mol), 40% formaldehyde solution (10 mL, 0.133 mol), and formic acid (4.6 g, 0.1 mol) were reacted at 100C for 3 hours. NaOH was added to adjust it to strongly alkaline, and then the resultant was extracted with CH2Cl2. The extract was dried, spin evaporated, and purified by silica gel column chromatography to give 2-bromo-5-chloro-4-fluoro-N,N-dimethylaniline (2.46 g, 97% yield). 1H-NMR (400 MHz, CDCl3):delta= 7.368 (d, J = 8.4 Hz, 1H), 7.079 (d, J = 6.8 Hz, 1H), 2.748 (s, 6H). MS m/z [ESI]: 253.9 [M+1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-chloro-4-fluoroaniline, its application will become more common.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-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: 2-Bromo-5-chloro-4-fluoroaniline

To a solution of Compound 57 (600mg, 2.67mmol) in 1,4-dioxane (6mL) was added bis(pinacolate)diboron(815mg, 3.21 mmol), PdCl2(dppf)-DCM (218mg, 0.27mmol) and potassium acetate (787mg, 8.02mmol), and the solutionwas stirred at 100C for 1 hour. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure.The residue was purified by diol silica gel chromatograpy (ethyl acetate / hexane) to yield crude Compound 59 as black oil.LC-MS: m/z=188. [M+H]+

The synthetic route of 2-Bromo-5-chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Tokyo; Tohoku University; Shionogi & Co., Ltd.; NAGANO, Tetsuo; OKABE, Takayoshi; KOJIMA, Hirotatsu; KAWAGUCHI, Mitsuyasu; NUREKI, Osamu; ISHITANI, Ryuichiro; NISHIMASU, Hiroshi; AOKI, Junken; FUJIKOSHI, Chiaki; KATOU, Manabu; ODAN, Masahide; TANAKA, Nobuyuki; TATENO, Yusuke; YAMANE, Junji; (144 pag.)EP3112369; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Bromo-5-chloro-4-fluoroaniline

To a solution of compound 56a (5 g, 22.28 mmol) in DMF (50 mL) was added Pd (PPh3) 2Cl 2 (1.0 g, 1.42 mmol) and compound 47b (8.85 g, 24.5 mmol) under nitrogen. The mixture was stirred at 100C under nitrogen for 12h, then cooled to room temperature, aqueous HCl (6 M, 8 mL) was added to the mixture and stirred at 25C for additional 3h. The mixture was diluted with water (250 mL) and extracted with ethyl acetate (200 mL 3). The combined organic layers were washed with water (300 mL), dried over sodium sulfate, filtered and concentrated in vacuum to give the crude product, which was purified by column chromatography on silica gel (0 to 10%EtOAc in PE (v/v)) to afford compound 56b (1.89 g, 45% yield). LCMS: R t = 2.071 min in 10-80AB_4min_220&254 chromatography (Xtimate C18 2.1*30mm), MS (ESI) m/z = 187.9 [M+H] +. 1H NMR (400MHz, CDCl 3) delta 7.39 (d, J = 10.0 Hz, 1H), 6.65 (d, J = 4.0 Hz, 1H), 2.47 (s, 3H).

According to the analysis of related databases, 85462-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD; LI, Zhengtao; ZOU, Hao; ZHU, Wei; SHEN, Changmao; WANG, Rumin; LIU, Wengeng; CHEN, Xiang; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (307 pag.)WO2019/149164; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-5-chloro-4-fluoroaniline

Step 1. Methyl trans-2-Amino-4-chloro-5-fluorocinnamate The title compound was prepared according to the procedure described in step 1 of Example 133 from 2-bromo-5-chloro-4-fluoroaniline (JP 01311056 A2, Nippon Kayaku Co., Ltd., Japan). 1H-NMR (CDCl3) delta: 7.69 (1H, d, J=15.8 Hz), 7.15 (1H, d, J=9.7 Hz), 6.74 (1H, d, J=6.4 Hz), 6.31 (1H, d, J=15.8 Hz), 3.81 (3H, s).

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; Nakao, Kazunari; Stevens, Rodney William; Kawamura, Kiyoshi; Uchida, Chikara; Koike, Hiroki; Caron, Stephane; US6608070; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 85462-59-5, These common heterocyclic compound, 85462-59-5, name is 2-Bromo-5-chloro-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.

Example 39; 4-Chloro-5-fluoro-2-(4-phenoxy-benzoylamino)-benzoic acid Step 1: N,N-di-tert-Butyloxycarbonyl-2-bromo-5-chloro-4-fluoro-aniline This compound was prepared in analogy to the method of Darnbrough et al. (Synth. Comm. 2001, 31, 3273): Under an atmosphere of Nitrogen, di-tert-butyl dicarbonate [24424-99-5], 8.839 g) was added to a cooled (0 C.) solution of 2-bromo-5-chloro-4-fluoro-aniline ([85462-59-5], 3.03 g) and DMAP (0.165 g) in THF (20 ml). After 4 h at r.t., the reaction mixture was taken up in ethyl acetate, washed with 1N HCl and brine, and dried (Na2SO4). The solvent was evaporated and the residue purified by column chromatography (silica gel, n-heptane, ethyl acetate) to give the title compound (4.66 g, 81%). 1H NMR (CDCl3): delta 1.42 (s, 18H), 7.28 (d, 1H), 7.42 (d, 1H).

The synthetic route of 85462-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; US2006/281810; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics