Category: 1003-98-1

Application of 1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Pyridine (10.39 g, 131.35 mmol, 1.00 equiv) was added over a solution of 4- dimethylaminopyridine (1.618 g, 13.24 mmol, 0.10 equiv) in dichloromethane (80 mL). The reaction mixture was cooled down to 0 C and a solution of cinnamoyl chloride (21.85 g, 131.15 mmol, 1.00 equiv) in dichloromethane (66 mL) was added. The resulting solution was stirred for 15 min at 0 C and a solution of 2-bromo-4-fiuoroaniline (25.0 g, 131.57 mmol, 1.00 equiv) in dichloromethane (125 mL) was added dropwise. The cooling bath was removed and the mixture was allowed to react at room temperature for one additional hour. After quenching with 100 mL of H2O, the solids were collected by filtration to afford the desired product as yellow solid in 88% yield.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; RICO, Alice Chen; SUTTON, JR., James Clifford; (317 pag.)WO2019/18562; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1003-98-1,Some common heterocyclic compound, 1003-98-1, name is 2-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.

30.0 g (0.172 mol) 4-chloro-3-fluoro-phenylboronic acid and 29.7 g (0.156 mol) 2-bromo-4-fluoroaniline, in an oxygen-free atmosphere, are suspended in a mixture of 170 ml toluene, 17 ml ethanol and 160 ml of saturated sodium carbonate solution in an argon atmosphere. 3.6 g tetrakis(triphenylphosphine) palladium (0) is added to the reaction mixture, and it is stirred for 12 hours at 80 C. The organic phase is separated and the aqueous phase is extracted with acetic acid ethyl ester. The combined organic phases are concentrated, and the residue is chromatographed with cyclohexane/acetic acid ethyl ester (3:1) on silica gel.The reaction yields 26.1 g (69.7% of the theoretical yield) of 4′-chloro-3′,5-difluorobiphenyl-2-amine [log P (pH 2.3)=3.18].

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-4-fluoroaniline, its application will become more common.

Reference:
Patent; Bayer Cropscience AG; US2008/242708; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1003-98-1, name is 2-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. SDS of cas: 1003-98-1

Step 1: Production of 4-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine To a solution of 2-bromo-4-fluoroaniline (5.0 g, 26.3 mmol) in 1,4-dioxane (50 ml) were added triethylamine (18.5 ml, 132.7 mmol) and [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (PdCl2(dppf)CH2Cl2) (1.07 g, 1.3 mmol) at room temperature. To the mixture was added dropwise pinacolborane (11.5 ml, 79.2 mmol) at room temperature and the mixture was stirred at 100C for 27 hr. Saturated aqueous ammonium chloride solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (toluene) to give 4-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine (2.0 g, yield 32.0%). 1H-NMR(400MHz, CDCl3):delta(ppm) 7.28 (1H, d, J=3.2Hz), 6.91 (1H, ddd, J=8.8, 8.8, 3.2Hz), 6.53(1H, dd, J=8.8, 3.6Hz), 4.45(2H, brs), 1.34 (12H, s). MS 238 (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 1003-98-1, its application will become more common.

Reference:
Patent; Japan Tobacco, Inc.; EP1719773; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: m-CPBA(1.7 g, 8.0 mmol, 85%) was dissolved in 1,2-dichloroethane (15.0 mL) in a threeneckflask equipped with a condenser and heated to reflux (at rt in case of 1b).Then, the substrate aromatic amine (2.0 mmol) dissolved in 1,2-dichloroethane(5.0 mL) was added dropwise to the refluxing peracid solution. After 10 h, themixture was cooled to rt and quenched with saturated aqueous Na2S2O3. Thesolvent was removed under reduced pressure and the residue was treated with10% NaOH solution followed by extraction with EtOAc. The combined extracts were washed with H2O and brine, dried over anhydrous Na2SO4. Removal of thesolvent under vacuum afforded the crude product, which was purified bycolumn chromatography using hexane/ethyl acetate as eluant.

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

Reference:
Article; Liu, Jia; Li, Jue; Ren, Jiangmeng; Zeng, Bu-Bing; Tetrahedron Letters; vol. 55; 9; (2014); p. 1581 – 1584;,
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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Product Details of 1003-98-1

2-Bromo-4-fluoroaniline (0.54 g, 2.84 mmol) was dissolved in MeCN (14.21 ml). Ammonium thiocyanate (0.324 g, 4.26 mmol) was added to the reaction mixture followed by benzyltrimethylammonium tribromide (1.108 g, 2.84 mmol), and thereaction mixture was allowed to stir for 12 hours. The reaction mixture was diluted with saturated aqueous NaHCO3, and the solids were collected by suction filtration and washed with water to yield Intermediate 806A (0.700 g, 2.84 mmol, 100%). ?H NIVIR (4001V11{z, MeOH4) 7.41 (dd, J8.0, 2.5 Hz, 1H), 7.26 (dd, J8.9, 2.5 Hz, 1H). LC-MS. method H, RT = 0.81 mm, MS (ESI) m/z: 247/249 (M+H).

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; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1003-98-1, A common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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: o-Bromaniline (1a, 0.2 mmol), benzoyl chloride (2a, 1.2 eq), Cu NPs (1.3 mg, 10 mol%), 1,10-phen(4.0 mg, 10 mol%), K2CO3 (2.0 equiv), and 1.5 mL of MeCN were added into a 5-mL sealed tubeunder N2. The mixture was stirred at 90 for 1 hour. Then, the reaction was stopped, and the reactionmixture was purified by flash column chromatography on silica gel (hexanes/EtOAc 15:1). Compound4a was obtained in >99 % of yield.

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yong; Wu, Chaolong; Nie, Shoujie; Xu, Dingjian; Yu, Min; Yao, Xiaoquan; Tetrahedron Letters; vol. 56; 49; (2015); p. 6827 – 6832;,
Bromide – Wikipedia,
bromide – Wiktionary

1003-98-1, name is 2-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. Application In Synthesis of 2-Bromo-4-fluoroaniline

Example 25Synthesis of 2-Bromo-4-Fluoro-5-Nitroaniline2-Bromo-4-fluoroaniline (47.5 g, 250 mmol) was added to a solution of concentrated H2SO4 (300 mL) keeping the internal temperature below 30 C. The mixture was aged for ca. 30-60 minutes then cooled to -20 C. 90% HNO3 (35 g) was added dropwise over ca. 60 minutes keeping the internal temperature between -15 to -20 C. TLC indicated a slight amount of starting material, so a further aliquot of 90% HNO3 (3 g) was added over 5 minutes at -15 to -20 C. The cold mixture was then poured on to ice H2O (ca. 1 L ice+500 mL H2O) and EtOAc (1 L). The aqueous and organic layers were partitioned and the organic layer was washed with saturated NaHCO3 (2×500 mL), dried (Na2SO4), filtered and the solvent removed under vacuum to leave a dark solid (35 g, 60%).1H NMR (DMSO-d6, 300 MHz): delta 8.27 (br. S, 2H), 7.70 (d 1H), 7.47 (d, 1H); m/z=275.9 (M+MeCN+H)+ for 79Br.

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Singh, Rajinder; Tso, Kin; Zhang, Jing; Duncton, Matthew; Alvarez, Salvador; Kolluri, Rao; Ramphal, John; Holland, Sacha; US2011/130415; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5BrFN

General procedure: The 25 mL RB-flask was charged with 2-haloamines (1 mmol), diphenylacetylene (1.5 mmol), LiOH·H2O (4 mmol) and catalyst (0.001 mol% of 5 in 2 mL N,N-dimethylformamide). The reaction mixture was stirred at 130 C for 20 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (20 mL) and washed with brine water. The combined organic phase was dried over anhydrous Na2SO4. After removal of the solvent, the residue was subjected to column chromatography on silica gel using ethyl acetate and hexane to afford the indole product in high purity. In case of 2-bromoanilines, 0.1 mol% of catalyst 5 was applied.

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 1003-98-1.

Reference:
Article; Srinivas, Keesara; Saiprathima, Parvathaneni; Balaswamy, Kodicherla; Ra, Mandapati Mohan; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 162 – 167;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1003-98-1, These common heterocyclic compound, 1003-98-1, name is 2-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.

Reference Example 10: methyl [(lR)-6-fluoro-8-(methylsulfonyl)-2, 3,4, 9-tetrahydro-lH-carbazol-l- yl] acetate Step 1: 2-(2-bromo-4-fluorophenyl) hydraziniumchloride To a suspension of 2-bromo-4-fluoroaniline in concentrated HCI (1. 5M) at-10 C was slowly added a 10. 0M aqueous solution of NaNO2 (1.1 eq). The mixture was stirred at 0 C for 2.5 hrs. A cold (-30 C) solution of SnCl2 (3. 8M) in concentrated HCI was then slowly added while maintaining the internal temperature below 10 C. The resulting mixture was stirred mechanically for 20 min at 0, then at room temperature for 1 hr. The thick slurry was filtered and the solid was air dried overnight. The solid was resuspended in cold HCI and filtered again. The dried material was suspended in Et2O, stirred for 10 min, filtered and air dried overnight to give the title compound as a beige solid.

Statistics shows that 2-Bromo-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 1003-98-1.

Reference:
Patent; MERCK FROSST CANADA & CO.; WO2005/56527; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

Step 1: 2-(2-Bromo-4-fluorophenyl)hydrazinium chlorideTo a suspension of 2-bromo-4-fluoroaniline in concentrated HCl (1.5M) at -10 0C was slowly added a 10.0M aqueous solution OfNaNO2 (1.1 eq). The mixture was stirred at O 0C for 2.5 hrs. A cold (-30 C) solution Of SnCl2 (3.8M) in concentrated HCl was then slowly added while maintaining the internal temperature below 10 0C. The resulting mixture was stirred mechanically for 20 mm at 10 C, then at room temperature for 1 hr. The thick slurry was filtered and the solid was air dried overnight. The solid was resuspended in cold HCl and filtered again. The dried material was suspended in Et2O, stirred for 10 min, filtered and air dried overnight to give the title compound as a beige solid

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 1003-98-1.

Reference:
Patent; MERCK & CO., INC.; WO2006/89309; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary