Category: 626-40-4

Reference of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, 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.

1000mL 4 neckround bottom flask was charged with 3,5-dibromoaniline (3,5Dibormoaniline)40 g (0.16 mole) and Pd (PPh3)47.4 g (0.006 mole) of potassium carbonate and 88.1 g (0.64 mole) and phenylboronic into the acid 46.6 g (0.0.38 mole), 320mL of toluene put, 160 mL ethanol, 120 mL water was refluxed for 12 hours. To complete the reaction, and the organic layerwas separated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized with methanol to intermediate a5(30 g, 76.7%) was obtained.

Statistics shows that 3,5-Dibromoaniline is playing an increasingly important role. we look forward to future research findings about 626-40-4.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 626-40-4, A common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

3-Bromo-5-pyrazol-1-yl-phenylamine.To a solution of 3,5-dibromoaniline (0.50 g, 1.99 mmol) in DMSO (2.0 mL) was added sequentially L-Proline (0.041 g, 0.36 mmol), Cs2CO3 (1.16 g, 3.58 mmol), CuI (0.038 g, 0.20 mmol) and pyrazole (0.12 g, 1.80 mmol). The reaction mixture was degassed for 10 min and then heated to 11O0C for 48 h. After the completion of reaction (TLC monitoring), the reaction mixture was cooled to room temperature, added water and extracted with ethyl acetate (x 3). The combined organics was washed with water, dried (Na2SO4), filtered and concentrated. The residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane) to get the desired compound (0.18 g, 37%).

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; PROLYSIS LTD.; WO2007/148093; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-40-4,Some common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

Under N2, 3,5-dibromoaniline (502 mg, 2.0 mmol), Pd (PPh3) 2Cl2 (84.0 mg, 0.12 mmol) and LiCl (672 mg, 16.0 mmol) were added to the dried pressure tube in this order, N2 sealed after pumping three times,20 mL of re-distilled toluene and 2-fluoro-6- (tributylstannyl) pyridine (1.62 g, 4.2 mmol) were injected using a syringe. After 15 minutes, N2 was bubbled and the tube was heated to 120 C for 48 hours. After the reaction is completed, the reaction The solution was cooled to room temperature and suction filtered. The residue was washed with dichloromethane (5 mL ¡Á 2). The combined organic layers were dried over MgSO 4, filtered and concentrated Purification by column chromatography (eluent: methylene chloride / ethyl acetate 1/1, v / v) afforded 340 mg of a yellow solid in a yield of 60%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromoaniline, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Chemical Institute; Zhong Yuwu; Gong Zhongliang; (24 pag.)CN106831882; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 626-40-4, name is 3,5-Dibromoaniline, 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 626-40-4, category: bromides-buliding-blocks

3,5-Dichlorobenzoyl chloride (90.3 mg, 0.431 mmol) and 3,5-dibromoaniline (91.2 mg, 0.363 mmol) were stirred in THF (2.0 mL) for 1 h.The reaction was then diluted with H2O (~20 mL) and sonicated, and the resulting precipitate was filtered, rinsed with H2O, collected, sonicated with sat. NaHCO3(~10 mL), filtered, rinsed with H2O, and collected.Flash chromatographic purification over silica (4:1 hexanes:EtOAc) afforded 3,5-dichloro-N-(3,5-dibromophenyl)benzamide (217) as an off-white solid (125 mg, 81%).1H-NMR (500 MHz,d6-DMSO)d10.60 (s, 1H), 8.02 (d,J=1.7 Hz, 2H), 7.96 (d,J=1.9 Hz, 2H), 7.90 (t,J=1.9 Hz, 1H), 7.58 (t,J=1.7 Hz, 1H);13C-NMR (125 MHz, CDCl3)d163.02, 139.32, 136.93, 135.94, 132.22, 130.60, 125.69, 123.21, 121.82; ESI-TOF 421.8341m/z[MH]+, C13H8Br2Cl2NO requires 421.8344; RP-HPLC: 97% pure.

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Reference:
Article; Connelly, Stephen; Mortenson, David E.; Choi, Sungwook; Wilson, Ian A.; Powers, Evan T.; Kelly, Jeffery W.; Johnson, Steven M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3441 – 3449;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, 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.

cross-coupling reaction, the 11.87g, 40mmo 1 of 3,5-dibromoaniline, 9mL, 1OOmmo 1 of ethyl acrylate, 10.35g, 75mmol of anhydrous potassium carbonate, 3.22g, lOmmol tetrad Ammonium bromide and 1.122g, 5mmol of palladium acetate (catalyst) according to the set stoichiometric ratio uniformly dissolved in 100mL of DMF, the reaction was stirred at 130 C for 1 ~ 2 days, through a mixture of ethyl acetate and water Times extraction, drying over anhydrous magnesium sulfate, purification by chromatography and subsequent hydrolysis to obtain 5-amino-1,3-benzenediacrylic acid with high chemical purity.

Statistics shows that 3,5-Dibromoaniline is playing an increasingly important role. we look forward to future research findings about 626-40-4.

Reference:
Patent; Zhejiang University; Qian Guodong; Zhang Ling; Jiang Ke; Yang Yu; Cui Yuanjing; (7 pag.)CN106588960; (2017); A;,
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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., 626-40-4

(1) Preparation of diazonium salt: 100 1 ^ beaker by adding 5.011483, 5 dibromoaniline and 8 1 ^ 20% hydrochloric acid, 0 ~ 5 C slowly to the suspension by adding 1.5232 g of aqueous solution of sodium nitrite , The suspension becomes clear after adding urea to remove excess nitrous acid, sodium acetate solid to adjust the pH to 5, the clarified liquid set in ice water in reserve.(2) Preparation of o-methoxyanilide methanesulfonate:50 mL round bottom flask was added 10 mL of water and 2.3553 g sodium bisulfite, sodium bisulfite was dissolved and added 0.7221G paraformaldehyde, 60 C reaction 35 min after the drop of 2.4610 g o-methoxy aniline, after 2 h reaction to stop heating, o-methoxy anilino-methyl methanesulfonate mixture.(3) Preparation of azobenzene compound:After the mixture obtained in step (2) was cooled to room temperature, the mixture was slowly added dropwise to the diazonium salt obtained in the step (1), At this time, to clarify the diazonium salt solution gradually dark red viscous liquid, temperature control at 0 ~ 5 C reaction 6 h after the end of the reaction. Add 50 mL of 30% sodium hydroxide aqueous solution, dark red viscous liquid into yellow turbid liquid, nitrogen protection under 50 C hydrolysis 7 h, after the end of the reaction with hydrochloric acid to adjust the pH value of about 8, the crude product by thin layer chromatography , The dye: 0,5 & dibromo-3-methoxy-4-amino azobenzene 2.237g (yield 29%).

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:
Patent; Lingnan Normal University; Song Xiumei; Feng Zongcai; (13 pag.)CN105001664; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 626-40-4, name is 3,5-Dibromoaniline, 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 626-40-4. 626-40-4

1-Benzoyl-3-(3,5-dibromo-phenyl)-thiourea.To the solution of 3,5-dibromoaniline (65.0 g, 0.26 mol) in anhydrous acetone (1.6 L) was added benzoylisothiocyanate (46.4 g, 0.28 mol) and the reaction mixture was stirred at room temperature for 30 min. Acetone was distilled off and the crude residue was washed with hexane to obtain desired compound as yellow solid (96.5 g, 90 %).1H-NMR (400 MHz1 DMSO-d6): delta 7.56 (t, J= 7.60 Hz, 2H), 7.67 (t, J= 7.20 Hz, 1 H), 7.75 (s, 1 H), 7.96-7.98 (m, 4H), 11.76 (br s, 1 H) and 12.54 (br s, 1 H).

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 3,5-Dibromoaniline.

Reference:
Patent; PROLYSIS LTD.; WO2007/148093; (2007); 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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., 626-40-4

2.51 g (10.0 mmol) of 3,5-dibromophenylamine, 4.48 g (22.0 mmol) of iodobenzene, 0.58 g (0.5 mmol) of Pd (PPh ) (Tetrakis (triphenylphosphine) palladium (0)) and 6.21 g (45.0 mmol) of K CO were mixed with THF (tetrahydrofuran) / H 0(2/1) After dissolving in 40 mL of the solution, the mixture was stirred at 80 C. for 5 hours. The reaction solution was cooled to room temperature, and thenextracted three times with 40 mL of water and 40 mL of diethyl ether. The organic layer thus obtained was dried over magnesium sulfate and the residue obtainedby evaporation of the solvent was separated and purified by silica gel column chromatography to obtain Intermediate I-4 (2.11 g, 86% yield). The resulting compound was confirmed by LC-MS.

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; Samsung Display Co., Ltd.; Kim Yeong-guk; Hwang Seok-hwan; Jeong Hye-jin; Park Jun-ha; Lee Eun-yeong; Im Jin-o; Han Sang-hyeon; Jeong Eun-jae; Kim Su-yeon; Lee Jong-hyeok; (64 pag.)KR102052070; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

626-40-4, A common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

Compound II (2.25 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene and then warmed under nitrogen protection until the reaction was complete (usually 5 hours). The reaction mixture was carefully poured into 200 mL of ice water, stirred, extracted with 50 mL of X3CH2C12, the combined extracts were washed successively with 1% dilute hydrochloric acid (200 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. The filtrate was evaporated to dryness on a rotary evaporator to give compound IV, white solid.

The synthetic route of 3,5-Dibromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (11 pag.)CN106749370; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

626-40-4, 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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows.

Compound II (2.25 g, 10 mmol),Compound III (2.51 g, 10 mmol) andDiisopropylethylamine (DIPEA, 3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene,Then heated to reflux under nitrogen,Until the reaction is complete (usually 5 hours).The reaction mixture was carefully poured into 200 mL of ice water,Stirred, extracted with 50 mL x 3 CH2Cl2,Combined extraction phase,Washed successively with 1% dilute hydrochloric acid (200 mL) and brine (100 mL), and dried over anhydrous sodium sulfate.The desiccant was removed by suction filtration and the filtrate was evaporated to dryness on a rotary evaporator to give compound IV, a white solid,

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:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (8 pag.)CN106749368; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary