Month: June 2021

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 626-88-0 as follows. category: bromides-buliding-blocks

Example 271 N-(1H-5-Indazolyl)-N-[1-(4-methylpentyl)-4-piperidyl]amine 4-Piperidone hydrochloride monohydrate (768 mg) and potassium carbonate (1.38 g) were dissolved in anhydrous N,N-dimethylformamide (10 ml), and 1-bromo-4-methylpentane (603 mg) was added dropwise to the solution at room temperature. The reaction solution was stirred at room temperature for 18 hr. Ethyl acetate was then added thereto, and the mixture was washed with water and saturated brine and was dried over anhydrous sodium sulfate. The organic layer was concentrated under the reduced pressure to give an intermediate. This intermediate (766 mg) was dissolved in titanium tetraisopropoxide (3.8 ml). 5-Aminoindazole (445 mg) was added to the solution, and the mixture was stirred at room temperature for 18 hr. Methanol (3.8 ml) and sodium borohydride (79 mg) were added to the reaction solution, and the mixture was stirred for 18 hr. The reaction solution was diluted with ethyl acetate (40 ml), and a minor amount of water was added thereto, and the mixture was then filtered under the reduced pressure. The filtrate was concentrated under the reduced pressure, and the residue was purified by column chromatography on silica gel [chloroform/methanol] to give the title compound (200 mg, yield 13.3%). 1H-NMR (CDCl3, 400 MHz): 0.89 (d, J = 6.6 Hz, 6H), 1.15 – 1.26 (m, 2H), 1.49 – 1.59 (m, 5H), 2.07 – 2.23 (m, 1H), 2.35 – 2.39 (m, 2H), 2.90 – 3.00 (m, 2H), 3.29 – 3.38 (m, 1H), 6.80 – 6.82 (m, 2H), 7.26 (s, 1H), 7.88 (s, 1H) Mass spectrum (ESI-MS, m/z): 301 (M++1), 299 (M+-1)

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

To a solution of 3-amino-5-bromo-benzotrifluoride (1.0 g) in degassed (argon) tetrahydrofuran (2 mL) is added bis-(tri-o-tolylphosphino)palladium (0.15 g), a solution of dimethylamine in tetra-hydrofuran (2M, 4.2 mL), and a solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1M, 10.4 mL). The reaction mixture is heated in a sealed vessel to 100C for approximately 2.5 hours to complete the reaction. The mixture is then cooled to room temperature, quenched by addition of water, and diluted with ethyl acetate. The product is extracted three times into 5% aqueous hydrochloric acid, and pooled acidic extracts are then basified with cooling by addition of 5N aqueous sodium hydroxide. This basic solution is then extracted with ethyl acetate, and these pooled organic extracts are washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure. The resulting residue is chromatographed over silica gel (20-30% ethyl acetate in hexanes is used as the eluant) to provide the desired product as a slightly tinted solid.

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; EP1137645; (2004); B1;,
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. 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-3,5-bis(trifluoromethyl)benzene

10 g of 3,5-bis(trifluoromethyl)bromobenzene are mixed with 11 ml of cyclohexyldimethylamine and 30 ml of dimethylacetamide and degassed. 38 mg of palladium acetate and 152 mg of di(tert-butyl)phenylphosphine are dissolved in 5 ml of dimethylacetamide and added to the mixture. The mixture is transferred to an autoclave and 30 bar of ethylene are injected. The mixture is then heated to 110 C. and stirred at this temperature for 3 hours. At the end of the reaction, the mixture is cooled and the pressure released. Subsequently, 8.3 g of 1,5-dimethyl-3-trifluoromethyl-1H-pyrazole are added to the reaction mixture and the mixture is heated to 130 C. for 12 h. Afterwards, the mixture is cooled, added to water and worked up with toluene. Yield over the two steps: 10.5 g (76%) of slightly brownish solid.

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 328-70-1.

Reference:
Patent; Ebenbeck, Wolfgang; Rampf, Florian; Marhold, Albrecht; US2004/142820; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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

A mixture of 17.28 g of methyl (3R,4R)-4-[3-oxo-3-(6-methoxyquinolin-4-yl)propyl]-1-(prop-2-ynyl)-piperidine-3-carboxylate in 173 cm3 of triethylamine is stirred for 5 minutes under an inert atmosphere at a temperature in the region of 20 C. 4.05 g of tetrakis(triphenylphosphine)palladium, 0.834 g of cuprous iodide and 7.9 g of 1-bromo-2,3,5-trifluorobenzene are added.The mixture is stirred for 2 hours at a temperature in the region of 80 C. After cooling to approximately 20 C., 150 cm3 of ethyl acetate and 150 cm3 of water are added to the reaction mixture, which is then separated after settling out.The aqueous phase is extracted with 3 times 150 cm3 of ethyl acetate.The organic phases are pooled, washed with 5 times 150 cm3 of water, dried over sodium sulfate, filtered, and concentrated under reduced pressure (5 KPa) at a temperature in the region of 40 C. The residue obtained is purified by chromatography under a nitrogen pressure of 50 KPa, on a column of silica gel (particle size 20-45mu; diameter 7 cm; 600 g), eluding with pure ethyl acetate and collecting first a fraction of 2.5 1, and then fractions of 250 cm3.Fractions 2 to 29 are pooled and then concentrated as above. 18.4 g of methyl (3R,4R)-4-[3-oxo-3-(6-methoxyquinolin-4-yl)propyl]-1-[3-(2,3,5-trifluorophenyl)prop-2-ynyl]-piperidine-3-carboxylate, in the form of a yellow oil, are obtained. [0293] 1H NMR spectrum (400 MHz, (CD3)2SO d6, delta in ppm): from 1.55 to 1.95 (mt: 5H); 2.39 (mt: 1H); 2.58 (broad d, J=10 Hz: 1H); 2.68 (mt: 1H); 2.82 (mt: 1H); 2.91 (mt: 1H); 3.09 (mt: 1H); 3.23 (mt: 1H); 3.58 (s: 3H); 3.61 (s: 2H); 3.88 (s: 3H); 7.31 (mt: 1H); 7.49 (dd, J=9 and 2.5 Hz: 1H); from 7.55 to 7.65 (mt: 1H); 7.73 (d, J=2.5 Hz: H); 7.92 (d, J=4.5 Hz: 1H); 8.02 (d, J=9 Hz: 1H); 8.89 (d, J=4.5 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; Bacque, Eric; Bigot, Antony; Ahmad, Youssef Ei; Malleron, Jean-Luc; Mignani, Serge; Ronan, Baptiste; Tabart, Michel; Viviani, Fabrice; US2004/87619; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7073-94-1,Some common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, molecular formula is C9H11Br, 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 bromobenzene (1 equiv) and (3-formylphenyl)boronic acid (1 equiv) were dissolved in a mixture of 1M sodium carbonate solution (15 mL), EtOH (5 mL) and toluene 15 mL). After nitrogen substitution, Pd(PPh3)4 (0.05 equiv) wasadded. The reaction mixture was stirred at 80 C under nitrogen atmosphere for 12 h. The reaction mixture was cooled, and wate r(15 mL) was added. The mixture was diluted with ethyl acetate(15 mL), and the insoluble material was filtered off through Celite. The organic layer of the filtrate was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography using a mixture of petroleum ether/ethyl acetate (10:1, v/v) as eluent to afford the desired product as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-isopropylbenzene, its application will become more common.

Reference:
Article; Li; Liu, Chunxia; Yang, Jianyong; Zhou; Ye, Zhiwen; Feng; Yue, Na; Tong; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 608 – 622;,
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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H2Br2F2

The compound 2,5-difluoro-1,4-dibromobenzene (2 g, 7.40 mmol) was sequentially added to a 100 mL single-necked flask, (4.7 g, 18.52 mmol), potassium acetate (4 g, 44.40 mmol), Pd(dppf)Cl2 (210 mg, 0.287 mmol) and 1,4-dioxane (25 mL) The temperature was raised to 80 under reflux for 24h. Stop the reaction and cool, the reaction solution was washed with saturated brine 4 times, extracted with DCM twice, the combined organic phase, Dried over anhydrous MgSO4 overnight, filtered and the organic solvent was spun off. The crude product was extracted with PE-DCM (v / v, 2/1) as eluent, and then recrystallized from n-hexane to give 2 g of white needle-like crystals, Yield: 74.1%

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 327-51-5.

Reference:
Patent; Changzhou University; Liu Yu; Liu Yajun; Zhu Weiguo; Wang Yafei; (26 pag.)CN107400147; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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 68322-84-9, Computed Properties of C7H3BrF4

A solution of 2-bromo-1-fluoro-4-(trifluoromethyl)benzene (4.6 g), 3-hydroxypyrrolidine (1.5 g), palladium(II) acetate (193 mg), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.07 g) and cesium carbonate (16.8 g) in toluene (90 ml) was stirred under an argon gas atmosphere at 85 C. for 16 hr. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-65:35) to give the title compound (2.12 g, yield 49%) as a brown oil.1H-NMR (300 MHz, CDCl3) delta: 1.67 (d, J=4.3 Hz, 1H), 1.96-2.23 (m, 2H), 3.35-3.49 (m, 2H), 3.56-3.76 (m, 2H), 4.49-4.65 (m, 1H), 6.79-6.88 (m, 1H), 6.88-6.96 (m, 1H), 6.97-7.10 (m, 1H).

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; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); 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. 3972-65-4, name is 1-Bromo-4-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

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.

The synthetic route of 3972-65-4 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route of 25462-61-7, The chemical industry reduces the impact on the environment during synthesis 25462-61-7, name is 2,5-Dibromobenzene-1,4-diamine, I believe this compound will play a more active role in future production and life.

Under a stream of nitrogen 2,5-dibromobenzene-1 ,4-diamine (53.18 g, 200.0 mmol), phenyl acetylene (40.86 g, 400.0 mmol), Cs2CO3 (260.66 g, 800.0 mmol), [Cu(phen)(PPh3)2]NO3 (33.21 g, 40.0 mmol), were combined and mixed to toluene (2 L) was stirred at 110 C for 24 hours. Put Sodium butoxide (115.32 g, 1200.0 mmol) was stirred for for 2 h at 110 C. After completion of the reaction, and extracted with methylene chloride, it was put into the filter MgSO4. The solvent of the filtered organic layer was purified by column chromatography to Sub 1-1 (39.47 g, yield: 64%) was 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, 2,5-Dibromobenzene-1,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Doosan Corporation; Jo, Hung Sang; Son, Hyo Suk; (40 pag.)KR2016/78138; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, 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 960203-41-2, Quality Control of (2-Bromophenyl)(2,4-dimethylphenyl)sulfane

Under nitrogen protection, In a 500-mL reactor were charged 13.8 g (0.1 mol) The compound of the formula (4) 2,4-dimethylthiophenol, 28.3 g (0.1? Bromoiodobenzene, 53.0 g (0.25 mol) Potassium phosphate and 1. 9 g (0. Olmol) Cuprous iodide, 1.15 g (0.01 mol) L-proline, 300 mL of dimethylformamide was added, Stirring heated to 70-80 ° C, Reaction 5h, After completion of the reaction, To the reaction solution, 9. 46 g (0.11 mol) Piperazine, Heating was continued for 5-8 hours, After completion of the reaction, a portion of the solvent was distilled off. The residue was added with water and extracted three times with 300 ml of methylene chloride. The organic layers were combined, dried and evaporated to give methylene chloride. The residue was recrystallized from 200 mL of acetonitrile to give 28.8 g of a white solid, yield 96.7percent, purity 99.2percent (HPLC): Luna Phenyl-Hexyl column (4.6 mm × 150 mm, 3 um) was used as the mobile phase. The mobile phase consisted of 0 · 05percent trifluoroacetic acid (60:40) Temperature 40 ° C; flow rate lml / min].

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-Bromophenyl)(2,4-dimethylphenyl)sulfane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Feng, Xiuwu; (7 pag.)CN104098530; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary