Bromides-buliding-blocks

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. 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1,4-Dibromo-2,3-difluorobenzene

Under a nitrogen atmosphere, 7.08 g (35.9 mmol) of 3-bromo-2-chlorothiophene (Tokyo Chemical Industry Co., Ltd.) and 70 ml of THF (dehydrated grade) were added to a 300 ml Schlenk reaction vessel. The solution was cooled to 0 C., and 18.5 ml (37.0 mmol) of a THF solution of isopropylmagnesium chloride (Sigma-Aldrich, 2.0 M) was added dropwise. The mixture was aged at 0 C. for 1 hour (preparation of Grignard reagent). Meanwhile, in a nitrogen atmosphere, 5.90 g (43.2 mmol) of zinc chloride (Wako Pure Chemical Industries, Ltd.) and 60 ml of THF (dehydration grade) were added to another 500 ml Schlenk reaction vessel and cooled to 0 C. To the obtained white fine slurry solution, the Grignard reagent of 3-bromo-2-chlorothiophene previously prepared was dropped using Teflon cannula, and further 5 ml of THF (dehydration grade) was charged into a 300 ml Schlenk reaction vessel And Teflon cannula were added while washing. The resulting mixture was stirred at 0 C. for 30 minutes and further at room temperature for 90 minutes. 3.26 g (12.0 mmol) of 1,4-dibromo-2,3-difluorobenzene (Tokyo Chemical Industry Co., Ltd.) as a white fine slurry solution of the produced 2-chlorothienyl-3-zinc derivative and tetrakis Phosphine) palladium (Tokyo Chemical Industry Co., Ltd.) (0.181 mmol, 1.51 mol% based on 1,4-dibromo-2,3-difluorobenzene) was added. After conducting the reaction at 45 C. for 4 hours, the reaction vessel was cooled with water and the reaction was stopped by adding 150 ml of 1N hydrochloric acid. The mixture was extracted with toluene, and the organic phase was washed with brine and dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (developing solvent: toluene / hexane = 1: 1). The mixture was concentrated under reduced pressure, and the obtained residue was washed with 20 ml of hexane. The obtained residue was purified by recrystallization from heptane / toluene = 2/1 to obtain 1.88 g of 1,4-di (2-chlorothienyl-3 -) – 2,3-difluorobenzene as a colorless solid(Yield 45%).

According to the analysis of related databases, 156682-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH CORPORATION; MIYASHITA, MASATO; WATANABE, MAKOTO; HACHIYA, HITOSHI; TANABIKI, MASAO; (26 pag.)JP2017/226629; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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: A mixture of CuI (190mg, 1mmol), 4-methyl-1H-imidazole (1.64g, 20mmol), Cs2CO3(3.25g, 10mmol), 3-bromo-5-(trifluoromethyl)aniline (2.40g, 10 mmol), 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (350mg, 2mmol) and DMF (30mL) was added to a bottom, the bottom was evacuated and backfilled with argon (this procedure was repeated three times), then the mixture was heated to 130 C for 24 h under argon. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography on silica gel to afford the crude product. The crude product was recrystallized as a white solid (1.7 g, 71%)

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-5-(trifluoromethyl)aniline, its application will become more common.

Reference:
Article; Wang, Deping; Zhang, Zhang; Lu, Xiaoyun; Feng, Yubing; Luo, Kun; Gan, Jirong; Yingxue, Liu; Wan, Junting; Li, Xiang; Zhang, Fengxiang; Tu, Zhengchao; Cai, Qian; Ren, Xiaomei; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 1965 – 1968;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-23-0, These common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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 218 (R)-2-Ethyl-piperazine-1-carboxylic acid 3-(3,3-dimethyl-butoxy)-2,6-difluoro-benzyl ester hydrochloride According to example 207 the title compound was synthesised from (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-3-hydroxy-benzyl)ester and 3,3-dimethylbutyl bromide. MS (ISP): 385 (M+H)+.

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

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103273-01-4, These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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.

99.7 g (0.437 mol) of Intermediate 41 and 997 ml of tetrahydrofuran were added. 100.2 g (0.454 mol) of Intermediate 122 was dissolved in 506 ml of tetrahydrofuran and then, was slowly added thereto, followed by stirring for about 2 hours. After finishing the reaction, solvents were removed by distillation under a reduced pressure. The resultant product was extracted using EA and a sodium carbonate aqueous solution, and water was removed with MgSO4. Solvents were removed by distillation under a reduced pressure, and the resultant product was solidified to obtain 155.6 g (86.4%) of ivory Intermediate 123.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; LAPTO CO., LTD.; BAE, Sung-soo; CHO, Hwanhee; OH, Eu-gene; JEONG, Hyein; KIM, Gyuri; HAN, Kap-jong; KIM, Namho; KIM, Hyejeong; MAENG, Juwan; PARK, Yongpil; YOON, Jeunghun; (531 pag.)US2019/181358; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7073-94-1, 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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under a nitrogen stream 2- (7-bromotriphenylen-2-yl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane 5.0 g (11.54 mmol) And 1.78 g (12.70 mmol) of 1-bromo-2- (methylsulfinyl) benzene Was dissolved in 75 ml of toluene, 2M K 2 CO 3 (8 ml) was added thereto, the gas was removed, and 0.73 g of Pd (PPh 3) 4 (5 mol%) was added thereto, followed by stirring at 90 C. for 24 hours. After cooling to room temperature, extracted with dichloromethane, water was removed with MgSO4 and separated into columns using EA / Hexane (1: 3) 2-bromo-7- (2- (methylsulfinyl) phenyl) triphenylene 3.49 g (yield 68%) were obtained.

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, 1-Bromo-2-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Doosan Co., Ltd; Bae Hyeong-chan; Kim Seong-mu; Son Hyo-seok; Kim Tae-hyeong; Ra Jong-gyu; (31 pag.)KR101548076; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 118527-30-3, 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. 118527-30-3, name is 2-Bromo-1,3-bis(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 50 mL round bottomed flask fitted with a rubber septum was charged with a stir bar, Pd(OAc)2 (74.8 mg, 0.33 mmol, 3 mol %, Johnson Matthey), SPhos (275.1 mg, 0.67 mmol, 6 mol %, Strem), 2-bromo-1,3-bis(trifluoromethyl)benzene (3.25 g, 11.1 mmol, 1.0 equiv, Synquest Laboratories) and K3PO4 (4.71 g, 22.2 mmol, 2.0 equiv, Strem). The flask was evacuated and backfilled with N2 (¡Á3). Toluene (20 mL) and degassed DI H2O (2 mL) were added followed by 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (5.82 g, 16.6 mmol, 1.5 equiv). The rubber septum was quickly replaced with a yellow polyethylene cap and secured with electrical tape. The reaction was heated at 100 C. in an oil bath for 16 h, at which time it was allowed to cool to room temperature and quenched with water (10 mL). The layers were separated and the aqueous layer was extracted with CH2Cl2 (3¡Á10 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated. Purification by flash chromatography on silica (300 mL) eluting with 5% EtOAc/hexanes afforded the title compound in approximately 61% yield with some minor impurities resulting from protodeboronation of the pinacol borane. The product was taken on to subsequent synthetic steps during the course of which, the impurities were removed.

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-1,3-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; White, M. Christina; Gormisky, Paul E.; (58 pag.)US9925528; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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.

Amines 6 (1.0 equivalent) were added to solutions of alkyl halides (1.0 equivalents) in DMF (10ml per gram of 6), followed by TEA (1 .1 equivalents) and the mixture microwaved 60 C for 1 h or until complete consumption of starting materials. The reactions were monitored by TLC using either MeOH:CHCl3 or EA:HEX mixtures and PMA staining. Upon completion, the reaction mixtures were diluted with 15% IPA in CHCI3 (10vol), washed with 1 N NaOH (1vol), dried with Na2S04, filtered and the solvents removed in vacuo. The crude products were purified by FC on silica gel using suitable solvent mixtures from MeOH:CHCl3 or EA:HEX depending on TLC conditions. For highly polar compounds, TEA was added in the mobile phase at concentrations anywhere from 0.1 to 1 %. Product purity was determined by HPLC and product identity confirmed by LC-MS (ESI+) and/or 1H NMR. Alternately, a more convenient work-up procedure was developed by diluting reaction mixture with DMF (1 vol) and stirring with AS-900 (OH-) resin (5g of resin per gram of 6) for 1 h, filtered and the solvents removed in vacuo to give crude product which is purified further.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNILEVER PLC; UNILEVER N.V.; CONOPCO, INC., D/B/A UNILEVER; ROSA, Jose, Guillermo; LEE, Jianming; MARRERO, Diana; ADAMUS, Jean, Elizabeth; VILLA-MORA, Stella; (51 pag.)WO2016/173817; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6, Quality Control of 2-(4-Bromophenyl)ethanamine

(1835) [00528] Into an 8 mL reaction vial was added methyl 3-amino-6-cyclopropylthieno[2,3- ¡ê]pyridine-2-carboxylate (0.100 g, 0,403 mmol) and 2-(4-bromophenyl)ethanamine (0,121 g, 0,604 mmol) followed by a mixture of toluene/THF (10: 1; 2.2 mL), A solution of trimethy 3 aluminum (2 M in toluene, 0,604 mL, 1.21 mmol) was added and the reaction mixture was heated to 80 C overnight. The reaction was quenched with a saturated solution of NaHCO, (2 mL), heated at 50 C for 30 minutes, and then extracted with ethyl acetate (2 x 3 mL). The combined organic layers were washed with brine (3 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provide a crude product that was suspended in ethyl acetate (2 mL) and sonicated for 15 minutes. The resulting white precipitate was filtered, washed with ethyl acetate (3 mL), and dried in vacuo overnight to afford 3-amino-Ar-(4-bromophenethyl)-6- cyclopropyithieno[2,3-/ ]pyridine-2-carboxamide (139 mg, 83 % yield), LCMS (ESI, m/z): 416

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; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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.

1-(5-Bromo-2,4-difluorophenyl)ethanone A mixture of AlCl3 (1040 g, 7878.7 mmol) in 1-bromo-2,4-difluorobenzene ([CAS 348-57-2], 600 g, 3108.9 mmol) was stirred for 10 min at 60¡ã C. Acetyl chloride [CAS 75-36-5], 366 g, 4662.4 mmol) was added dropwise in the reaction mixture for 4 h at 60¡ã C. The mixture was stirred an additional 6 h at 95¡ã C. The reaction mixture was cooled to -10¡ã C. Ice (2450 g) was added for 1.5 h. HCl (12 N, 1500 mL) was added and the mixture was stirred for 1 h. EtOAc (9000 mL) was added and the organic layer was washed with water, dried over Na2SO4 and filtered. After concentration, the residue was purified by column chromatography over silica gel (eluent: petroleum ether/EtOAc, 50/1) to yield I-18 (300 g, 41percent).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; Cid-Nunez, Jose Maria; Trabanco-Suarez, Andres Avelino; Vega Ramiro, Juan Antonio; Oehlrich, Daniel; Tresadern, Gary John; Macdonald, Gregor James; US2013/252952; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 103-64-0, A common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

To a solution of an appropriate amount of an organic solvent (a mixture of N, N-dimethylformamide (DMF) and polyethylene glycol 200 (PEG-200) in a volume ratio of 4: 1)100 mmol of the compound of the above formula (I), 60 mmol of the compound of the above formula (II), 8 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride, 120 mmol of an oxidizing agent bis (trifluoroacetic acid) iodobenzene (PhI (TFA) 2),15 mmol of organic ligands L1, 80 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) and 8 mmol of activator of niobium pentachloride were added and then stirred to a temperature of 80 C, The reaction was stirred at this temperature for 11 hours;After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturated Washed with brine and extracted with ethyl acetate 2-3 times. The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was passed through Silica gel column chromatography eluting with a 1: 2 by volume mixture of chloroform and petroleum ether to give a compound of the above formula (III) The yield was 89.7%.

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; Huang Cheng; Bu Gonggaofamingren; (11 pag.)CN106278838; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary