Tag: M.W=200-300

Application of 627871-16-3, 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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of vinylidene chloride (127 ml), tert-butyl nitrite (19 ml) and copper(ll)chloride (18.4 g) in acetonitrile (150 ml) was added a solution of 5-bromo-4-fluoro-2-methyl- phenylamine (Bioorganic &; Medicinal Chemistry Letters (2006), 16(2), 457-460) (21.5 g) in acetonitrile (100 ml) dropwise below 200C. The reaction mixture was stirred at room temperature for 48 hours, poured on diluted HCI and extracted with te/Y-butyl methyl ether (3x). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel (ethyl acetate/cyclohexane 1 :4). Yield: 29.20 g of 1-bromo-2-fluoro-4-methyl-5-(2,2,2-trichloro- ethyl)-benzene as an oil. 1H-NMR (CDCI3): delta 2.42 (s, 3H), 3.93 (s, 2H), 7.00 (d, 3J(H,F)=9.2Hz, 1 H), 7.69 (d, 4J(H,F)=7.0Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-4-fluoro-2-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; HUETER, Ottmar Franz; WO2010/115780; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 52548-00-2, name is 1-Bromo-4-fluoro-2,3-dimethylbenzene, 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 52548-00-2, Recommanded Product: 52548-00-2

B. 3-Fluoro-o-xylene-6-boronic acid To a 125 mL three-necked round-boftomed flask equipped with septum and N2 inlet were added 4.08 g (20 mmol) 3-fluoro-6-bromo-o-xylene and 20 mL dry tetrahydrofuran. The solution cooled to -70 C., and 9.6 mL (24 mmol) of a 2.5 M solution of butyl lithium in hexane was added slowly over 5 minutes. The reaction was stirred 5 minutes at -70 C., then 4.08 mL (24 mmol) triethyl borate added, and stirring continued at -70 C. for 5 minutes. The reaction was then allowed to warm to room temperature and stirred for 16 hours, then poured into dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and evaporated. The residue was triturated with hexane to a white solid, 2.06 g (64%). 1H-NMR (delta, CDCl3): 2.22 (s, 3H), 2.30 (s, 3H), 6.7-7.3 (m, 2H). 13C-NMR (delta, CDCl3): 25.4, 26.3, 111.5, 111.7, 112.1, 112.3, 124.9, 126.0, 126.1, 130.8, 130.9,159.9,160.6, 162.3,163.0,.

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-4-fluoro-2,3-dimethylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VOLKMANN, ROBERT A.; LOWE III, JOHN A.; NOWAKOWSKI, JOLANTA; US2001/7873; (2001); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

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:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
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

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

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 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

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. Recommanded Product: 2-Bromo-1,3,5-triisopropylbenzene

Dichloro(2,4,6-triisopropylphenyl)phosphine was preparedby addition of phosphorus trichloride (1.0 mL, 11.5 mmol) to a solution of 2,4,6-triisopropylphenylmagnesium bromide(prepared from 2-bromo-1,3,5-triisopropylbenzene (0.580 g,2.05 mmol) and magnesium (50.6 mg, 2.09 mmol) in tetrahydrofuran(10 mL)) at -78 C, and the solution waswarmed to 20 C, concentrated under reduced pressure, anddiluted with tetrahydrofuran (10 mL)

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:
Article; Sasaki, Shigeru; Murakami, Midori; Yoshifuji, Masaaki; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 4-6; (2019); p. 598 – 601;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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: Aryl bromine (0.5 mmol), phenylboronic acid (0.75 mmol) and K3PO4 (1mmol) was added in a 10mL reaction vial, which was closed with a rubber septum and evacuated and backfilled with nitrogen. Then 4 mL of 50% ethanol aqueous solution was added into the vial, 0.01mol% of PdNPs (according to 4-bromoanisole) water solution was injected into the vial, the reaction was carried out in at room temperature. The reaction process was monitored by TLC. The result product was extracted with ethyl acetate and purified by silica 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 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Ge, Jiyuan; Jiang, Jian; Yuan, Chenhuan; Zhang, Chaozhi; Liu, Minghua; Tetrahedron Letters; vol. 58; 12; (2017); p. 1142 – 1145;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, A common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Preparation 2 5-bromo-2,4-difluorobenzaldehyde To a solution of l,5-dibromo-2,4-difluorobenzene (17.5 g, 64.2 mmol) in ether (100 mL) at -78 C was added n-BuLi (2.5 M solution, 30.8 mL, 77 mmol) over a period of 5 min, and the reaction mixture was stirred at -78 C for 30 min. Then DMF (9.94 mL, 148 mmol) was added in one portion, and the mixture was stirred at -78 C for 30 min. The reaction mixture was worked up with EtOAc/sat. NH4C1, and the crude product was purified by silica gel chromatography eluting with 0-10% EtOAc/Hexanes to give the title compound as a slightly yellow oil (8.5 g, 60% yield). XH NMR (400 MHz, CHLOROFORM-d) delta 10.26 (s, 1H), 8.14 (t, J=7.5 Hz, 1H), 7.05 (dd, J=9.8, 8.0 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary