Category: 656-64-4

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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 656-64-4

A solution of DCl (10 mmol) was added dropwise to a solution of 3-bromo-4-fluoroaniline (1.8 g, 10 mmol) in diethyl ether (10 mL) at 0C, and stirred at room temperature for 20 minutes. After a solid appeared, it was filtered andwashed with diethyl ether to give 1.9 g solid. 20 mL of deuterated water was added and the reaction was reacted undermicrowave at 150C for 1 hour. The reaction mixture was cooled to room temperature, neutralized with saturated sodiumbicarbonate solution, and extracted with dichloromethane. The organic phase was collected to obtain 1.2 g of a yellowsolid with a yield of 67%. LC-MS (APCI): m/z = 192.0 (M+1)+; 1H NMR (300 MHz, DMSO-d6) (delta/ppm) 6.98 (d, J = 9.0Hz, 1H), 5.20 (br s, 2H).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; LI, Huanyin; (30 pag.)EP3398942; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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.

Step 1: N-(3-Bromo-4-fluoro-ph nyl)-2-hydroxyimino-acetamideTo a 500 mL round bottom flask, 3-bromo-4-fluoraniline (5 g, 0.0261 mol), water (300 mL), chloral hydrate (5.19 g, 0.0314 mol), hydroxylamine hydrochloride (5.8 g, 0.0835 mol) and sodium sulfate (25 g) were added. To this reaction mixture, cone. HCl (7.5 mL) was slowly added. The reaction mixture was stirred at 90 C for 3 h. The precipitate was formed and was collected by filtration. The solid was dried to get the title compound (4.2 g, 61%). 1H NMR (300 MHz, DMSO-d6): delta 12.28 (s, 1H), 10.51 (s, 1H), 8.12 (dd, J = 2.4 Hz, J = 2.7 Hz, 1H), 7.68 (m, 2H),7.36 (t, J = 8.7 Hz, 1H); LC-MS (ESI): Calculated mass: 260.0; Observed mass: 259.0 [M-H]+ (RT: 0.88 min).

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; ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan; WO2012/58671; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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. COA of Formula: C6H5BrFN

Benzoyl chloride (18.5 g, 132 mmol) was added to a solution of ammonium thiocyanate (12 g, 158 mmol) in acetone (350 mL) over 5 minutes and the mixture was refluxed for 15 minutes. 3-Bromo-4-fluoroaniline (25 g, 132 mmol) was added to the mixture at 40 and refluxing was continued for 30 minutes. The hot solution was poured over ice (400 mL) and the mixture was stirred for 5 minutes until a precipitate formed, which was collected by filtration and washed with 50% methanol in water (50 mL). To the precipitate was added a 5% sodium hydroxide solution (1000 mL) and the suspension was stirred for 2 hours at 60*0. The mixture was ai lowed to cool down to room temperature and stored at room temperature for 3 days while a precipitate formed, which was collected by filtration, washed with water and dried under reduced pressure to yield 22.2 g (67%) 1-(3-bromo-4-fluorophenyl)thiourea1 H-NMR (300 MHz, DMSO-cfe) delta = 7.34 (dd, 1 H), 7.35 (ddd, 1 H), 7.59 (br, 2H), 7.85 (dd, 1 H) 9.75 (br, 1 H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 656-64-4, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHN, Ulrike; SCHMITT-WILLICH, Heribert; HEINRICH, Tobias; BERGER, Markus; FITZNER, Ansgar; KRAUSE, Sabine; BROCKSCHNIEDER, Damian; DYRKS, Thomas; THIELE, Andrea; MOeNNING, Ursula; BOeMER, Ulf; WO2012/7510; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

4-Amino-N-hydroxy-1,2,5-oxadiazol-3-methylimidoyl chloride (36.78 g, 0.23 mol, 1.0 eq)Dissolved in water (318 ml), stirred at 60 C, and added 3-bromo-4-fluoroaniline (47.50 g, 0.25 mol, 1.1 eq).Stir at 60 C for about 10 min,NaHCO3 (29.40 g, 0.35 mmol, 1.5 eq) in water (318 mL) was added dropwiseThe solution was added dropwise after 20 minutes, and the mixture was stirred at 60 C for 30 min, cooled to room temperature, and the reaction solution was suction filtered.The filter cake was washed with water, the filter cake was drained, beaten with water overnight, and filtered by suction the next day to obtain a gray solid, which was dried.The objective product was obtained (61.21 g, yield: 84.2%).

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; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; (48 pag.)CN108727361; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4, 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.

EXAMPLE 195 4-[(3-Bromo-4-fluorophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 3.8 g (16.33 mmol) of 4-chloro-6-nitro-3-quinolinecarbonitrile and 3.7 g (20 mmol) of 3-bromo-4-fluoroaniline in 200 mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5 g (71%); ESMS m/z 387.3, 389.2, mp 269-270 C. (dec).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6002008; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidoyl chloride 3(3.24 g, 20 mmol) was mixed with water (70 mL) and 3-bromo-4-fluoroaniline (4.18 g, 22 mol, 1.1 equiv). At 60 C, a solution of sodiumbicarbonate (3.36 g, 40 mmol, 2 equiv) in water (15 mL) was added tothe mixture by drops then resulting mixture was heated to reflux. Afterpurification, compound 4 was obtained as a white solid (5.75 g, 91%).1H NMR (300 MHz, DMSO-d6): delta=11.46 (s, 1H), 8.89 (s, 1H), 6.99 (t,J=8.8 Hz, 1H), 6.81 (dd, J1=6.0 Hz, J2=2.7 Hz, 1H), 6.56-6.51 (m,1H), 6.28 (s, 2H) ppm.

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

Reference:
Article; Feng, Xi; Shen, Pei; Wang; Li; Bian, Jinlei; Biochemical Pharmacology; vol. 168; (2019); p. 214 – 223;,
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, Application In Synthesis of 3-Bromo-4-fluoroaniline

General procedure: A stirred mixture of compound 5 (0.23 g, 0.001 mol), EDCI (0.23 g, 0.0012 mol), HOBt (0.16 g,0.0012 mol), aniline or aniline derivative (0.001 mol), and 20 mL DMF was reacted at room temperature overnight, and then 40 mL water was added and stirred for a quarter, before the crude was filtered and washed twice with water. The anticipated product was purified by column chromatography on silicagel using petroleum ether/ethyl acetate (2/1, volume ratio) as the eluent to afford the target compound.

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; Deng, Xinshan; Tan, Xiaoyu; An, Tiantian; Ma, Qingqing; Jin, Zhe; Wang, Ce; Meng, Qingguo; Hu, Chun; Molecules; vol. 24; 4; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

656-64-4, name is 3-Bromo-4-fluoroaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C6H5BrFN

The compound N-hydroxy-4-((3-methoxypropyl)amino)-1,2,5-oxadiazol-3-carbamimidinyl chloride (2.5 g, 10.64 mmol) was added to water. (14 ml) was heated to 60 C, 3-bromo-4-fluoroaniline (2.06 g, 11 mmol) was added, stirred for 10 minutes, then sodium bicarbonate (1.26 g, 15 mmol) was added at 60 C for 30 minutes until the reaction was complete. Extract with ethyl acetate, wash the organic phase with water, and wash with saturated brine.Drying the organic phase with anhydrous sodium sulfate,Concentrated under vacuumN-(3-Bromo-4-fluorophenyl)-N’-hydroxy-4-3-methoxypropyl)amino)-1,2,5-oxadiazole-3-carboximidamide 6e (3.9 g, 94.0%)

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., LTD (CN); Shanghai Hansoh Biomedical Co.,Ltd (CN); WU, SHENG HUA; GUO, FENG YING; LI, KAI LONG; HUANG, ZHI QIANG; BAO, RUDI; (94 pag.)TW2018/23219; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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 206 4-(3-Bromo-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile A mixture of 3.52 g (9.7 mmol) of 4-chloro-7-methoxy-6-nitro-3-quinolinecarbonitrile and 2.0 g (10.7 mmol) of 3-bromo-4-fluoro aniline in 150 ml of methoxyethanol was refluxed under nitrogen for 5.5 hours. The reaction mixture was diluted with ethyl acetate and wash with sodium bicarbonate solution and sodium chloride solution. The organic layer was dried with sodium sulfate and then solvent was removed under vacuum. The residue was chromatographed on silica gel eluding with mixture of ethyl acetate and methanol to give 3 g of yellow solid: mass spectrum (electrospray, m/e): 416.8 and 418.8.

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

Reference:
Patent; American Cyanamid Company; US6384051; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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.

Water (11.38 mL) was added to a solution consisting of 3-bromo-4-fluoroaniline (10 g, 53 mmol), sodium 3-nitrobenzenesulfonate (21 g, 95 mmol), and propane-1,2,3-triol (14 g, 0.15 mol). The resultant mixture was carefully treated with concentrated H2SO4 (21.1 mL), and then heated to 150 C. with stirring for 2 h before cooling to room temperature. The resultant mixture was carefully neutralized with 5 N sodium hydroxide, filtered through a pad of diatomaceous earth, and the pad was washed with dichloromethane (50 mL). The resultant mixture was extracted with dichloromethane (100 mL*3) and the combined organic extracts were dried over Na2SO4, filtered, and the filtrate concentrated to give a crude product, which was purified by FCC (petroleum ether: ethyl acetate=3:1) to afford the compounds 62a and 62a-1 (9.5 g, 80%). LCMS (ESI): RT=0.64, 0.68 min, mass calcd. for C9H5BrFN 224.96, m/z found 227.6 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.96-8.87 (m, 2H), 8.55 (d, J=8.8 Hz, 1H), 8.39 (d, J=6.8 Hz, 1H), 8.15-8.07 (m, 2H), 7.60-7.42 (m, 4H). A mixture of 5-bromo-6-fluoroquinoline, 62a and7-bromo-6-fluoroquinoline, 62a-1 (10 g, 22 mmol), (diphenylmethylene)hydrazine (4.3 g, 22 mmol), 2,2?-bis(diphe- nylphosphino)-1,1?-binaphthyl (1.4 g, 2.2 mmol), palladium (II) acetate (0.50 g, 2.2 mmol), t-l3uONa (6.4 g, 66 mmol), and 1,4-dioxane (150 mE) was stirred at 1000 C. for 16 h. The suspension was filtered through a pad of diatomaceous earth and the pad was washed with ethyl acetate (30 mE). The filtrate was concentrated to dryness under reduced pressure to give a crude product, which was added into water (30 mE). The resultant mixture was extracted with ethyl acetate (50 mEx3). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and the filtrate concentrated to dryness under reduced pressure to afford the crude product, which was purified by FCC (petroleum ether:ethyl acetate=3:1) to afford compounds 62b and 62b-1 (5 g, 33%). ECMS (ESI): RT=0.68 mm, mass calcd. for C22H,6FN3 341.13, mlz found 341.9 [M+H]. Concentrated HC1 (10 mE) was added to a solution consisting of 5-(2-(diphenylmethylene)hydrazinyl)-6-fluo- roquinoline, 62b and 7-(2-(diphenylmethylene)hydrazinyl)- 6-fluoroquinoline, 62b-1 (5.0 g, 7.3 mmol) and EtOH (3 mE). The resultant solution was stirred at room temperature for 16 h. The resultant mixture was treated with water (30 mE) and extracted with dichloromethane (30 mEx3). Theaqueous phase was basified with 5 M NaOH to pH 12. Thesuspension was filtered and the collected solids were washedwith water (20 mE) and dried under reduced pressure toafford compounds 62c and 62c-1 (1.2 g, 46%). ECMS (ESI):RT=1.24 mm, mass calcd. for C9H8FN3 177.07, mlz found178.1 [M+H].

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary