Month: August 2021

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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 348-57-2

A screw-cap vial equipped with a magnetic stir bar was charged with aryl halide (1 mmol), hexa-n-butylditin (0.5 mmol),palladium acetate (0.01 mmol) and tricyclohexylphosphine (0.02 mmol),followed by anhydrous cesium fluoride (1.5 mmol). The resulting mixture was manually homogenized with a magnet. A vial was transferred to a preheated oil bath (110 °C). After 24 h, the mixture was cooled, dissolved in CH2Cl2?H2O mixture (1:1), the organic phase was separated, the solvent was evaporated in vacuo and the product was isolated by flash chromatography on a silica gel by elution with hexane?CH2Cl2 mixture.

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 348-57-2.

Reference:
Article; Gribanov, Pavel S.; Golenko, Yulia D.; Topchiy, Maxim A.; Philippova, Anna N.; Kirilenko, Nikita Yu.; Krivoshchapov, Nikolai V.; Sterligov, Grigorii K.; Asachenko, Andrey F.; Bermeshev, Maxim V.; Nechaev, Mikhail S.; Mendeleev Communications; vol. 28; 3; (2018); p. 323 – 325;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

Description for D134-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D13)To a solution of 2-propanol (1.997 mL) in dry tetrahydrofuran (THF) (50 mL) under nitrogen was added potassium tert-butoxide (3.49 g). The reaction mixture was heated to 50 C for 10 min, then 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (D12) (6.3 g) was added. The resulting mixture was stirred at 50 C overnight. After cooling the reaction, the solvent was removed in vacuo, the residue was diluted with ethyl acetate (100 mL), washed with water, the organic phase was dried over sodium sulphate, concentrated and the residue was purified by column chromatography to give 4-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D13) (5.21 g) as a clear oil. 5H (CDCI3, 600MHz): 1.36 (6H, d), 4.60 (1H, m), 6.88 (1H, d), 7.55 (1H, dd), 7.66 (1H, d).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; LIN, Xichen; REN, Feng; ZHANG, Haibo; WO2011/113309; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 142808-15-9, 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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen atmosphere, a solution of (2R,4R)-2,4-pentanediol (2.604 g, 25.0 mmol) in anhydrous N,N-dimethylformamide (DMF, 40.0 mL) was added dropwise to a suspension of sodium hydride (2.100 g, 60% in mineral oil, 52.5 mmol) in anhydrous DMF (40.0 mL) at 0 C and the reaction was stirred at 0 C for 30 min. 4-Bromo-2-fluorobenzotrifluoride (13.36 g, 55.0 mmol) in anhydrous DMF (20.0 mL) was added at 0 C. The reaction warmed to room temperature and stirred for 30 min. Then, the reaction mixture was heated to 100 C and stirred at 100 C for 12 h. After cooling to room temperature, the reaction was quenched by addition of saturated aqueous ammonium chloride. The organic phase was separated and the water phase was extracted with diethyl ether (30.0 mLx3). The combined organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude material was purified by column chromatography (hexanes) to give the 1 (12.12 g, 88% yield)

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

Reference:
Article; Xie, Huan-Ping; Yan, Zhong; Wu, Bo; Hu, Shu-Bo; Zhou, Yong-Gui; Tetrahedron Letters; vol. 59; 31; (2018); p. 2960 – 2964;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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: In a glass vial with a screw cap containing methoxybenzoin (12 mg, 0.05 mmol) in acetonitrile (2 mL) and methanol (1.5 mL), alkene (0.50 mmol), BrCH2CN (120 mg, 1.00 mmol) and sodium ascorbate (198 mg, 1.00 mmol) were added consecutively. The vial was sealed with a screw cap and left stirring under household bulb irradiation (2 x 80 W household lamps, see photos below) for 16 hours. The desired product was isolated after purification by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Voutyritsa, Errika; Nikitas, Nikolaos F.; Apostolopoulou, Mary K.; Gerogiannopoulou, Anna Dimitra D.; Kokotos, Christoforos G.; Synthesis; vol. 50; 17; (2018); p. 3395 – 3401;,
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. 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-3-fluoro-5-methylbenzene

Example 148A 2-Bromo-6-fluoro-4-methylbenzaldehyde 1-Bromo-3-fluoro-5-methylbenzene (5.00 g, 26.5 mmol) was dissolved in tetrahydrofuran (100 mL) and cooled to -78 C. Lithium diisopropyl amide (1.8 M in tetrahydrofuran, 16.2 mL, 29.1 mmol) was added. After stirring at -78 C. for 30 min, N,N-dimethylformamide (2.32 g, 31.7 mmol) was added. After stirring at -78 C. for an additional 15 min, acetic acid (6 mL) and water (100 mL) was added and the mixture was warmed to RT. After extraction with ethyl acetate, the organic phase was washed with 1 M hydrochloride acid solution and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (5.45 g, 95% of theory). GC-MS (Method 1G): Rt=4.39 min, MS (ESIPos): m/z=217 [M+H]+

According to the analysis of related databases, 202865-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Hassfeld, Jorma; KINZEL, Tom; Koebberling, Johannes; CANCHO GRANDE, Yolanda; BEYER, Kristin; Roehrig, Susanne; Koellnberger, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; US2015/126449; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 1647-26-3, Safety of 1-Bromo-2-cyclohexylethane

The commercially available compound 25-b (0.95 g, 5.0 mmol), triphenylphosphine (2.62 g, 10.0 mmol) and toluene(25 mL) was heated at reflux for 16 hours and then cooled to room temperature. The reaction mixture was filtered and the resulting solid was extracted with acetic acidEthyl ester, and vacuum dried to give compound 25-a (1.50 g, 66%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-cyclohexylethane, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Yingli Pharmaceutical Co., Ltd.; Xu Zusheng; Lou Yangtong; Wu Tianzhi; (87 pag.)CN106478634; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 53078-85-6,Some common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, molecular formula is C7H8BrN, 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 suspension of 2-bromo-5-methylaniline (9.76 g, 52.5 mmol) in 8 mL of water was added 8.8 mL of concentrated HCl. The reaction mixture was cooled in an ice/NaCl bath (approximately -5 to -10 C). Approximately 8 g of ice was added to the reaction mixture. A solution of NaNO2 (3.60 g, 52.3 mmol) in 16.2 mL of water was added slowly over 40 minutes. The solution was then stirred for an additional 30 minutes with cooling. Separately, a solution of potassium ethyl xanthogenate (10.1 g, 63.0 mmol) in 54 mL of water was prepared and heated to 60 C. The cold solution of diazonium salt was then added slowly over 20 minutes to the solution of potassium ethyl xanthogenate. The reaction mixture was stirred for an additional 30 minutes at 60 C, and then cooled to ambient temperature. It was then poured into a saturated aqueous NaHCO3 solution and extracted three times with dichloromethane. The combined organic extracts were washed with saturated brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. To this residue was added a solution of 1.8 M KOH/EtOH, and the reaction mixture was heated to reflux for 18 hours. The reaction mixture was then cooled to ambient temperature and concentrated in vacuo. The residue was dissolved in water and extracted with diethyl ether. The aqueous phase was then acidified with concentrated HCl and extracted three times with dichloromethane. The combined organic extracts were dried over anhydrous MgSO4, filtered, concentrated, and purified by silica gel chromatography using 0-5% ethyl acetate/hexanes as eluent to provide 8.26 g (78%) of the title Compound as a pale yellow oil. 1H NMR (500 MHz, CDCl3( ^ ggd: 2.25-2.28 (m, 3H) 3.96 (s, 1H) 6.81 (d, J=8.03 Hz, 1H) 7.18 (d, J=1.89 Hz, 1H) 7.40 (d, J=8.20 Hz, 1H).

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FMC CORPORATION; XU, Ming; DEANGELIS, Andrew Jon; LAHM, George Philip; (190 pag.)WO2020/18610; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7745-91-7,Some common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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: Aniline derivative was added to a vessel containing HCl 37% (0.5ml) and the mixture was stirred in ice bath at 0-5C. Then, NFSPI 10 was added to the mixture and grinded at room temperature for the times shown in Table2 to produce the related diazonium salt. The phenolate compound was added slowly to the mixture to produce the desired azo dye at 0-5C. After completion of the reaction, ethyl acetate was added to the reaction mixture and stirred thoroughly. Then, poly ionic compound 9 was filtered off and the crude azo dye was isolated by evaporation of ethyl acetate. For more purification, crude product was recrystallized from ethanol/H2O. The products were characterized by their FT-IR, 1H-NMR and 13C-NMR spectra.

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

Reference:
Article; Valizadeh, Hassan; Shomali, Ashkan; Ghorbani, Jalal; Noorshargh, Saeideh; Dyes and Pigments; vol. 117; (2015); p. 64 – 71;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 337915-79-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 337915-79-4 name is 5-Bromo-N1-methylbenzene-1,2-diamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a microwave vial, a mixture of 5-bromo-N1 -methylbenzene-1 ,2-diamine (0.20 g, 0.99 mmol), terephthalaldehyde (66 mg, 0.49 mmol) and sodium metabisulfite (0.22 g, 1 .19 mmol) in anhydrous N,N?-dimethylacetamide (5.00 ml.) was heated at 180 C for 30 min. The reaction mixture was cooled to room temperature and slowly poured into ice cold water (30 mL). The precipitated product was collected by filtration under vacuum to obtain the crude product. The product was recrystallized from hot methanol, filtered under vacuum and dried to obtain 1 , 4-bis (6-bromo-1 -methyl-1 H-benzo[d]imidazol-2-yl) benzene. 1 H NMR (400 MHz, DMSO-d6) d: 8.08 (s, 4H), 7.98 (s, 2H), 7.68 (d, J = 8.4 Hz, 2H), 7.41 (d, J = 8.4 Hz, 2H), 3.96 (s, 6H); MS (ESI + APCI): m/z = 497 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-N1-methylbenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; EXPANSION THERAPEUTICS, INC.; DISNEY, Matthew; BLIZZARD, Timothy, Allen; RZUCZEK, Suzanne; NDUNGU, John; VACCA, Joseph; JENNINGS, Andy; PUSHECHNIKOV, Alexei; (333 pag.)WO2019/99777; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 133739-70-5,Some common heterocyclic compound, 133739-70-5, name is 1-Bromo-2,3,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

Dissolve trifluoromethanesulfonic acid 1- [4- (2-azepan-1-yl-ethoxy)-benzoyl]-6- methoxynaphthalen-2-yl ester (2.60 g, 6.53 mmol) in 200 ml. acetonitrile and add to this bis (pinacoloato) diboron (1.5 g, 7.96 mmol), bis (tricyclohexylphosphine) palladium (0) (0.72 g, 1.50 mmol) and cesium fluoride (7.33 g, 67.0 mmol). Heat the reaction to 100 C until LC/MS indicates all starting material is consumed. Add to this mixture 1-bromo- 2,3, 5-trifluorobenzene (2.00 g, 13.06 mmol) and another 720 mg of palladium catalyst and heat at 80 C for 24 hours. Filter the reaction, concentrate and purify on a silica gel column eluting with a 0-10% methanol/methylene chloride gradient to give 1.85 g (53%) of the title compound.

The synthetic route of 133739-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73204; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary