Author: tianli

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. 811711-33-8, name is 1,2-Dibromo-3-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 811711-33-8

A mixture of 2.5 g (12.23 mmol) of 7,8-difluoro-2-methylquinolin-3-amine and 3.32 g (12.84 mmol) of 1 ,2- dibromo-3-fluorobenzene together with 11.95 mg (36.69 mmol) of cesium carbonate and 708 mg (1.22 mmol) of 9,9-dimethyl-9H-xanthene-4,5-diyl)bis-(diphenylphosphane [Xantphos] in 70 mL of 1 ,4-dioxane was degassed with argon for 30 minutes. 896 mg (0.97 mmol) of tris(dibenzylideneacetone)pailadium(0) was added and the reaction mixture was heated at reflux for 26 hours. The cooled reaction mixture was filtered over a silica gel pad, and the pad washed by ethyl acetate. The organic phase was concentrated under vacuo and purified by column chromatography on silica gel (300 g cartridge – gradient n-heptane/ethyl acetate) to yield 2.31 g (49%) of N-(2-bromo-3-fluorophenyl)-7,8-difluoro-2-methylquinolin-3-amine. LogP = 3.28. Mass (M+H) = 367

According to the analysis of related databases, 811711-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; CRISTAU, Pierre; DESBORDES, Philippe; DUFOUR, Jeremy; GOURGUES, Mathieu; LAMPRECHT, Sybille; LOQUE, Dominique; MEISSNER, Ruth; NAUD, Sebastien; THOMAS, Vincent; (90 pag.)WO2020/79173; (2020); A1;,
Bromide – Wikipedia,
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583-75-5, name is 4-Bromo-2-methylaniline, 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. Safety of 4-Bromo-2-methylaniline

To a solution of compound 220-Si (5 g, 26.88 mmol) in EtOH (100 mL) was added 12(6.828 g, 26.88 mmol) and Ag2SO4 (8.3 82 g, 26.88 mmol). The mixture was stirred at room temperature overnight. The mixture was quenchedwith aqueous Na2S2O3 solution and extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluted with petroleum ether to afford compound 220-S2 (6.31 g, 75.5 %) as a light brown solid. LC/MS (ESI) m/z: 312 (M+H) .

The synthetic route of 583-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
Bromide – Wikipedia,
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Reference of 2789-89-1, These common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, 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: Alkyne (0.5 mmol, 1 equiv.), primary alcohol (0.5 mmol, 1 equiv.), I2 (1 mmol, 253.8 mg, 2 equiv.) and DMSO (2 mL) were mixed in a round bottom flask and heated at 130 C for 24 h. Thereafter, ammonium acetate (5 mmol, 385.4 mg, 10 equiv.) and EtOH (2 mL) was added to the mixture and heated at 100 C for 2 h. After cooling, a solution of 1% Na2S2O3 was added dropwise to the mixture to form a precipitate which was filtered and dried. The crude product was recrystallized from EtOH to afford spectroscopically pure imidazole 3.

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeena, Vineet; Naidoo, Shivani; Tetrahedron; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 608-30-0,Some common heterocyclic compound, 608-30-0, name is 2,6-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.

2-chloro-5-methoxyphenylboronic acid (1.25 g, 6.71 mmol), 2,6-dibromoaniline (1.851 g, 7.38 mmol), sodium carbonate (6.71 mL, 13.41 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.465 g, 0.40 mmol) were dissolved in dioxane (10 mL), degassed and sealed into a microwave tube. The reaction was heated to 1500C for 1 hour in the microwave reactor and cooled to room temperature.The reaction mixture was poured into saturated aqueous NH4CI solution (100 mL), extracted with EtOAc (100 mL), and the organic layer was washed with water (50 mL) and saturated brine (50 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford an orange oil. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford 3-bromo-2′- chloro-5′-methoxybiphenyl-2-amine (0.993 g, 47 %) as a white solid; 1H NMR (400 MHz, CDCI3) delta 3.73 (3H, s), 3.95 (2H, s), 6.61 (1 H, t), 6.73 – 6.78 (1 H, m), 6.83 (1 H, d), 6.92 – 6.94 (1 H, m), 7.31 – 7.34 (1 H, m), 7.38 – 7.40 (1 H, m)

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; FRIGERIO Mark; HUMMERSONE, Marc, Geoffrey; MENEAR, Keith, Allan; FINLAY, Maurice, Raymond, Verschoyle; GRIFFEN, Edward, Jolyon; RUSTON, Linette, Lys; MORRIS, Jeffrey, James; TING, Attila, Kuan, Tsuei; GOLDING, Bernard, Thomas; GRIFFIN, Roger, John; HARDCASTLE, Ian, Robert; RODRIGUEZ-ARISTEGUI, Sonsoles; WO2010/136778; (2010); A1;,
Bromide – Wikipedia,
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Electric Literature 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.

Di-tert-butyl dicarbonate (BOC) at room temperature in a 500 ml single-necked flask(0.2 mol, 43.6 g) was added to 400 ml of tetrahydrofuran.Then add N-(dibromophenyl)aniline (0.1 mol, 24.8 g),Pass N2 for 20 minutes and addHeat to reflux and stir24 hours. Then pour the mixture into 1L of water.The product was extracted with dichloromethane.The organic phase was dried over anhydrous magnesium sulfate, and the solvent was removed after separation.Separation and purification by silica gel column to obtain colorless oily liquid(33.0 g, yield 95%).

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; Shenzhen Huaxing Optoelectric Co., Ltd.; Wu Yuanjun; Jiao Shibo; Shi Ting; Su Shijian; Li Wei; Li Binbin; (20 pag.)CN109438350; (2019); A;,
Bromide – Wikipedia,
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Reference of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 7-(2-Bromoethyl)-8-(hydroxymethyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione (4) (100 mg, 0.32 mmol) was dissolved in dryCH2Cl2 (30 mL) and cooled to 0 C. A solution of PBr3 (90 lL,0.94 mmol) in dry CH2Cl2 (20 mL) was added dropwise. The solutionwas allowed to warm to rt and stirred for 1 h. Then it was cooled to0 C again and the excess of PBr3 was carefully hydrolyzed by slowaddition of saturated aq NaHCO3 solution (5 mL). The pH was set at8 by addition of more saturated aq NaHCO3 solution. Then, theorganic layer was separated and the aqueous layer extracted withCH2Cl2 (2 50 mL). The combined organic extracts were dried overNa2SO4 and the solvent was removed under reduced pressure. Thecrude 7-(2-bromoethyl)-8-bromo-1,3-dimethylpurine-2,4-dione (5) was dissolved in a mixture of dimethoxyethane (10 mL) anddiisopropylethylamine (DIPEA) (0.5 mL). Then, the appropriateamine (0.64 mmol)wasadded and the solutionwasstirred overnightat rt. The volatiles were removed under reduced pressure andtetrahydropyrazino[2,1-f]purinediones 6-63 precipitated uponaddition ofH2O(20 mL). For purification, thecompounds were eitherfiltered off and washed with H2O (3 5 mL) and subsequently withdiethylether (3 10 mL), or subjected to column chromatography(silica gel, gradient of CH2Cl2/MeOH 1:0 to 40:1).

The chemical industry reduces the impact on the environment during synthesis 3-Bromophenethylamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Brunschweiger, Andreas; Koch, Pierre; Schlenk, Miriam; Rafehi, Muhammad; Radjainia, Hamid; Kueppers, Petra; Hinz, Sonja; Pineda, Felipe; Wiese, Michael; Hockemeyer, Joerg; Heer, Jag; Denonne, Frederic; Mueller, Christa E.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5462 – 5480;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, molecular formula is C15H23Br, 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: 21524-34-5

A 20 mL oven-dried Schlenk tube was charged with magnesium (57.6 mg, 2.4 mmol) and anhydrous THF (1.5 mL), 5 drops of diisobutylaluminium hydride (DIBAL) was added and stirred for 5 min to activate magnesium. 2-bromo-1,3,5-triisopropylbenzene (566 mg, 2 mmol) was added potion-by-potion with vigorous stirring. The tube was capped with a rubber septum and was heated to 70 C. for 2 h. 1-bromo-2-iodo-3,4-dimethoxybenzene (700 mg, 2.1 mmol) in anhydrous THF (3 mL) was injected through syringe. An additional 1 mL of THF was used to rinse the reaction and was also transferred into the mixture. The combined reaction mixture was stirred at 70 C. overnight. At this time, the mixture was cooled to 0 C. using ice bath, and iodine (1.3 g, 5 mmol) in 6 mL anhydrous THF was added drop-wise over 10 min, then the reaction mixture was stirred for 30 min, and then warmed to stir at room temperature for 2 h. Then, the mixture was quenched with saturated Na2S2O3 (aq.) solution until the red color of bromine disappeared. The aqueous phase was extracted with Et2O (20 mL¡Á3) and the combined organic phases were dried over anhydrous MgSO4. After concentration, the crude product was purified by silica gel chromatography (EtOAc/petroleum ether=1/20) followed by crystallization in methanol to get a white solid (415 mg, 40%), labeled as 23MeOTIP-I. 1H NMR (600 MHz, Chloroform-d) delta 7.41-7.31 (m, 4H), 7.27-7.23 (m, 1H), 7.20 (s, 1H), 7.00 (d, J=8.3 Hz, 1H), 6.94 (d, J=8.3 Hz, 1H), 3.94 (s, 3H), 3.90 (s, 3H), 2.76-2.66 (m, 1H), 2.51 (p, J=6.9 Hz, 1H), 2.38 (p, J=6.9 Hz, 1H), 1.26 (d, J=6.9 Hz, 3H), 1.13 (d, J=6.9 Hz, 6H), 1.08 (d, J=6.9 Hz, 3H), 1.04 (d, J=6.8 Hz, 3H), 0.80 (d, J=7.3 Hz, 3H), 0.76 (d, J=7.2 Hz, 3H) ppm. 13C NMR (151 MHz, CDCl3) delta 150.79, 148.74, 144.81, 143.30, 142.70, 142.16, 137.90, 131.47, 130.65, 127.18, 126.35, 126.27, 119.60, 119.38, 111.62, 60.37, 55.93, 32.28, 31.97, 30.58 (d), 29.79 (d), 25.09, 24.98, 24.32 (t), 23.58, 23.45 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21524-34-5, its application will become more common.

Reference:
Patent; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 101417-40-7, 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. 101417-40-7, name is 4-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a 1,3-Benzodioxole-4-methanethiol The subtitled compound (0.29 g) was prepared by the method of Example 6, step (c) using 4-(bromomethyl)-1,3-benzodioxole (0.51 g). MS (EI) 168 (M+), 135 (100%).

The synthetic route of 4-(Bromomethyl)benzo[d][1,3]dioxole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bonnert, Roger; Gardiner, Stewart; Hunt, Fraser; Walters, Iain; US2003/55250; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1647-23-0, name is 1-Bromo-3,3-dimethylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H13Br

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.5 1-(2-(3,3-Dimethylbutoxy)-6-hydroxyphenyl)ethanone (3e) Yield 38%; light yellow liquid; Rf 0.52 (0.5:9.5 EA: HX); IR (KBr) 3233, 2919, 2852, 1611 cm-1; 1H NMR (CDCl3) delta 13.28 (s, 1H), 7.33 (t, J = 8.4 Hz, 1H), 6.55 (dd, J = 0.8, 8.4 Hz, 1H), 6.38 (d, J = 8.2 Hz, 1H), 4.13 (t, J = 7.4 Hz, 2H), 2.68 (2, 3H), 1.89 (t, J = 7.4 Hz, 2H), 0.98 (s, 9H).

The synthetic route of 1647-23-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-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. Computed Properties of C6H5BrFN

To a stirred solution of 2-bromo-5-fluoroaniline (3.0 g, 15.95 mmol) in dichloromethane (50 mL)was added di isopropyl ethylamine(5.5mL,31.9mmol)) followed by acetyl chloride (1.7mL,23.9 mmol) at 0 ¡ãC and starred at room temperature for 1 6h. The reaction mixture was washed with saturated sodium bicarbonate solution (50 mL), extracted the compound with dichloromethane, dried over sodium sulphate, filtered and concentrated. The crude product was purified on biotage with 6percent ethyl acetate/n- hexane as eluant to get desired product 142a as off white solid. (3.0 g, 96percent) . MS (ESI) m/z 233 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1003-99-2, its application will become more common.

Reference:
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
Bromide – Wikipedia,
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