Category: 61613-22-7

61613-22-7, name is 2-Bromo-N-phenylaniline, 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. Computed Properties of C12H10BrN

After dissolving 10 g of 2-bromo-N-phenylphenylamine in 100 ml of tetrahydrofuran, the reaction temperature was lowered to -78 C,Slowly add 20 ml of 2.5 M butyllithium and stir for 1 h. 11 g of benzophenone was dissolved in 100 ml of tetrahydrofuran and slowlyAfter dropping, the temperature was increased to room temperature and stirred for 12 h. After the reaction has ended, distilled water and methylene chloride will be usedRow extraction and drying by anhydrous magnesium sulfate followed by filtration under reduced pressure gave the solid which was dissolved in 100 ml of acetic acid, 7 ml of sulfuric acid was added dropwise and the mixture was reflux-stirred. After the reaction was completed, the mixture was extracted with distilled water and methylene chlorideThe resulting solid was purified by column chromatography to give Intermediate B-1 (7.1 g, yield 53%).

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Liu Xiqing; Cai Hui; (24 pag.)CN107400085; (2017); A;,
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. 61613-22-7, name is 2-Bromo-N-phenylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C12H10BrN

To obtain the D1-DPS, compound 1a of the -OH formationreaction, and compound 2 of the cyclization reactionwere synthesized. Compound 1 (3 g, 12 mmol) was dissolvedin 50 ml of anhydrous tetrahydrofuran (THF) underhigh purity argon in a one neck round bottom flask. It wascooled to -78 C using solid carbon with acetone and then n-butyllithuim (2.5 M in cyclohexane, 24.7 mmol)was added dropwise slowly. Stirring was continued for 1 h before, cooling for 20-30 min. Then a solution of9-fluorenone (2.4 g, 13.3 mmol) in THF was added at-78 C under an argon atmosphere. The mixture wasstirred for 3 h in the same environment. The reaction was completed after the confirmation of compound 1a. Two side products and reactants appeared by TLC with a solutionof hexane and ethyl acetate (10:1). Additional quenching was not required. The mixture was then worked up using water and dichloromethane. The extracted organiclayer was dried by anhydrous MgSO4. For compound 2, compound 1a was placed in a oneneckround bottom flask, to which, chloroform (10 ml)and methane sulfonic acid (MSA, 5 ml) were added whilestirring at room temperature for 15 min. The progress ofthe reaction was monitored by TLC with a solution of hexane and ethyl acetate (5:1). The resulting mixture wasquenched by saturated aqueous NaHCO3 and extractedwith dichloromethane after the reaction completed. Th esolid product was recrystallized using chloroform and hexane.A slightly yellow solid product was obtained, whichwas then purified by column chromatography with hexane and ethyl acetate.Two intermediates, the DPS acceptor and the compound 2 donor, were reacted for D1-DPS by theBuchwald-Hartwig amination. Compound 2 (0.5 g,1.38 mmol), DPS (0.48 g, 1.38 mmol), pd(dba)2 (0.008 g,0.014 mmol), t-BuONa (0.27 g, 2.77 mmol), and triphenylphosphine(0.003 g, 0.011 mmol) showed high purityAr charging. Then toluene (20 ml) was added and refluxedfor 5 h at 115 C. Quenching was not required. The resultingmixture was worked up using ethyl acetate and water.A small amount of water in the extracted organic layerwas removed by MgSO4 and filtered with celite to removethe inorganic materials. Finally, column chromatographywas applied with hexane and dichloromethane.The white solid product was recrystallized byhexane.

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, In Hye; Kim, Ki Ju; Kim, Young Kwan; Kim, Young Sik; Shin, Dong Myung; Journal of Nanoscience and Nanotechnology; vol. 19; 8; (2019); p. 4583 – 4589;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 61613-22-7, These common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, 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.

33 g (145 mmol) of di-tert-butyl dicarbonate first fill in 600 mL of toluene. To this solution 27g (110 mmol) of (2-bromophenyl)phenylamine and 1.3 g (11 mmol) of 4-dimethylaminopyridine, The mixture is boiled under reflux for 40 h. Subsequently 200mL of water was added to the reaction and separating the organic phase, the solvent was removed under reduced pressure. The residue was then recrystallized from hot hexane. Yield: 36 g (103 mmol), 95%.

Statistics shows that 2-Bromo-N-phenylaniline is playing an increasingly important role. we look forward to future research findings about 61613-22-7.

Reference:
Patent; Merck Patent GMBH; Farrahm, Amir Hossain; Flume, Christoph; Everille, Thomas; Yatsi, Anya; Montenegra, Elvira; Krober, Jonas Valentine; Rinke, Roophen; (59 pag.)KR2016/27155; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61613-22-7,Some common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, molecular formula is C12H10BrN, 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.

10 g (42 mmol) of 2-bromo-N-phenylaniline and 150 ml of tetrahydrofuran were added to a reaction container, and the mixture was cooled to -78?C using dry ice. After 3.323 g (52 mmol) of n-butyllithium was slowly dropwise added thereto, the resulting solution was stirred for 1 hour. 17.6 g (52 mmol) of bis(4-bromophenyl)methanone was dissolved in 50 ml of tetrahydrofuran, and slowly dropwise added to the reaction container. After the reaction was completed, the solvent was evaporated and the resulting residue was thoroughly dried. 100 ml of acetic acid:hydrochloric acid (1:10 volume by volume (v/v)) was added thereto, thereby obtaining 15.2 g (yield: 77%) of Intermediate I-4-1.

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-N-phenylaniline, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JEON, Soonok; KIM, Sangmo; KIM, Hyungjun; CHUNG, Yeonsook; JUNG, Yongsik; CHAE, Miyoung; HUH, Dalho; KIM, Joonghyuk; IHN, Sooghang; (87 pag.)US2017/5275; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 61613-22-7, 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. 61613-22-7, name is 2-Bromo-N-phenylaniline, This compound has unique chemical properties. The synthetic route is as follows.

In a 200 mL three-neck flask equipped with a reflux tube, BrDPA (4.96 g, 20 mmol), di-tert-butyl dicarbonate (7.7 ml, 35 mmol), N, N-dimethyl-4-aminopyridine (0.37 g) , 3 mmol) and 150 ml of dehydrated tetrahydrofuran. The mixture was heated to reflux for about 20 hours. When the progress of the reaction was confirmed by TLC, consumption of the raw materials and spots that seemed to be the target substance were confirmed. The reaction was terminated, and the temperature was returned to room temperature. After returning to room temperature, concentration was performed. Thereafter, purification was performed by column chromatography (developing solvent ratio: n-hexane: dichloromethane = 1: 1) to obtain 5.89 g (yield = 85%) of the desired product. Identification was performed by 1H-NMR.

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

Reference:
Patent; Flask Co., Ltd.; Sasabe, Hisahiro; Kido, Junji; Arai, Hiroki; Nakao, Kohei; (21 pag.)JP2020/26399; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61613-22-7, The chemical industry reduces the impact on the environment during synthesis 61613-22-7, name is 2-Bromo-N-phenylaniline, I believe this compound will play a more active role in future production and life.

The 34·7 g (140 mmol) of 2-bromo diphenylamine initially introduced 350ml of absolute THF and cooled to -78 C, and the THF was added to 112 ml (280 mmol) of 2.5 Mu n-BuLi . The mixture was then thawed to -10 C stirred for another 1 h at this temperature. Was slowly added dissolved in 600ml of THF of 30 g (86 mmol) 10-biphenyl-4-yl-2,7-diphenyl-10H- acridine-9-one. The mixture is then stirred for another 24 h at room temperature. 100 ml of a solution of ammonium chloride was added, stirring continued briefly, and the organic phase was separated, and the solvent removed in vacuum. The residue was suspended at 40 C in 750 ml of warm glacial acetic acid, added to 60 ml of concentrated hydrochloric acid to the suspension, and the mixture was then stirred at room temperature for another 8 h. After cooling, it is filtered off with suction the precipitated solid was washed once with 100 ml of water, washed three times with each 100 ml of ethanol and finally recrystallized from heptane. Yield: 35.3 g (54 mmol), 77% theory.

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-N-phenylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; PFISTER, JOCHEN; VOGES, FRANK; MONTENEGRO, ELVIRA; MUJICA, FERNAUD, TERESA; (101 pag.)TW2016/2091; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

61613-22-7, name is 2-Bromo-N-phenylaniline, 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: C12H10BrN

After dissolving 10 g of 2-bromo-N-phenylphenylamine in 100 ml of tetrahydrofuran, the reaction temperature was lowered to -78 C,Slowly add 20 ml of 2.5 M butyllithium and stir for 1 h. 11 g of benzophenone was dissolved in 100 ml of tetrahydrofuran and slowlyAfter dropping, the temperature was increased to room temperature and stirred for 12 h. After the reaction has ended, distilled water and methylene chloride will be usedRow extraction and drying by anhydrous magnesium sulfate followed by filtration under reduced pressure gave the solid which was dissolved in 100 ml of acetic acid, 7 ml of sulfuric acid was added dropwise and the mixture was reflux-stirred. After the reaction was completed, the mixture was extracted with distilled water and methylene chlorideThe resulting solid was purified by column chromatography to give Intermediate B-1 (7.1 g, yield 53%).

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Liu Xiqing; Cai Hui; (24 pag.)CN107400085; (2017); A;,
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. 61613-22-7, name is 2-Bromo-N-phenylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H10BrN

To obtain the D1-DPS, compound 1a of the -OH formationreaction, and compound 2 of the cyclization reactionwere synthesized. Compound 1 (3 g, 12 mmol) was dissolvedin 50 ml of anhydrous tetrahydrofuran (THF) underhigh purity argon in a one neck round bottom flask. It wascooled to -78 C using solid carbon with acetone and then n-butyllithuim (2.5 M in cyclohexane, 24.7 mmol)was added dropwise slowly. Stirring was continued for 1 h before, cooling for 20-30 min. Then a solution of9-fluorenone (2.4 g, 13.3 mmol) in THF was added at-78 C under an argon atmosphere. The mixture wasstirred for 3 h in the same environment. The reaction was completed after the confirmation of compound 1a. Two side products and reactants appeared by TLC with a solutionof hexane and ethyl acetate (10:1). Additional quenching was not required. The mixture was then worked up using water and dichloromethane. The extracted organiclayer was dried by anhydrous MgSO4. For compound 2, compound 1a was placed in a oneneckround bottom flask, to which, chloroform (10 ml)and methane sulfonic acid (MSA, 5 ml) were added whilestirring at room temperature for 15 min. The progress ofthe reaction was monitored by TLC with a solution of hexane and ethyl acetate (5:1). The resulting mixture wasquenched by saturated aqueous NaHCO3 and extractedwith dichloromethane after the reaction completed. Th esolid product was recrystallized using chloroform and hexane.A slightly yellow solid product was obtained, whichwas then purified by column chromatography with hexane and ethyl acetate.Two intermediates, the DPS acceptor and the compound 2 donor, were reacted for D1-DPS by theBuchwald-Hartwig amination. Compound 2 (0.5 g,1.38 mmol), DPS (0.48 g, 1.38 mmol), pd(dba)2 (0.008 g,0.014 mmol), t-BuONa (0.27 g, 2.77 mmol), and triphenylphosphine(0.003 g, 0.011 mmol) showed high purityAr charging. Then toluene (20 ml) was added and refluxedfor 5 h at 115 C. Quenching was not required. The resultingmixture was worked up using ethyl acetate and water.A small amount of water in the extracted organic layerwas removed by MgSO4 and filtered with celite to removethe inorganic materials. Finally, column chromatographywas applied with hexane and dichloromethane.The white solid product was recrystallized byhexane.

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, In Hye; Kim, Ki Ju; Kim, Young Kwan; Kim, Young Sik; Shin, Dong Myung; Journal of Nanoscience and Nanotechnology; vol. 19; 8; (2019); p. 4583 – 4589;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 61613-22-7, These common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, 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.

10 g (42 mmol) of 2-bromo-N-phenylaniline and 150 ml of tetrahydrofuran were added to a reaction container, and the mixture was cooled to -78 C. using dry ice, After 3.323 g (52 mmol) of n-butyllithium was slowly dropwise added thereto, the resulting solution was stirred for 1 hour. 9.4 g (52 mmol) of 9H-fluorene-9-one was dissolved in 50 ml of tetrahydrofuran, and slowly dropwise added to the reaction container. After the reaction was completed, the solvent was evaporated and the resulting residue was thoroughly dried. 100 ml of acetic acid:hydrochloric acid (1:10 v/v) was added thereto, thereby obtaining 11.9 g (89%) of Intermediate I-16-1,

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JEON, Soonok; KIM, Sangmo; KIM, Hyungjun; CHUNG, Yeonsook; JUNG, Yongsik; CHAE, Miyoung; HUH, Dalho; KIM, Joonghyuk; IHN, Sooghang; (87 pag.)US2017/5275; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 61613-22-7, 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. 61613-22-7, name is 2-Bromo-N-phenylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a vacuum dried 250 ml three-neck round bottom flask was added compound 9-1 (16 g),Anhydrous tetrahydrofuran (120 ml) was added and stirred under argon atmosphereThe temperature of the mixture was lowered to -78.Butyllithium (56.75 ml) was added slowly and stirred at the same temperature for 1 hour.Xanthone (15.18 g) was added at the same temperature and stirred for 12 hours.After concentration under reduced pressure, the residue was extracted with chloroform (320 ml) to obtain 8 g of the title compound.

The synthetic route of 2-Bromo-N-phenylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary