Tag: M.W=300-400

Application of 1268954-77-3, 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. 1268954-77-3, name is 1-(4′-Bromo-[1,1′-biphenyl]-3-yl)naphthalene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 200-mL four-necked flask were introduced the compound 8 (5.0 g; 615.0 mmol), the compound 7 (4.8 g; 13.5 mmol), NaOtBu (4.88 g; 50 mmol), and 100 mL of toluene. Nitrogen bubbling was conducted for 30 minutes (solution A). On the other hand, tri-t-butylphosphine (121 mg) was added to a toluene solution (6 mL) of a tris(dibenzylideneacetone)dipalladium chloroform complex (77 mg), and the mixture was heated to 65C (solution B). In a nitrogen stream, solution B was added to solution A, and this mixture was reacted with heating and refluxing for 4 hours. The organic layer was washed with purified water and dried with magnesium sulfate. Thereafter, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain compound 9 (6.4 g).

The synthetic route of 1-(4′-Bromo-[1,1′-biphenyl]-3-yl)naphthalene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Chemical Corporation; EP2471772; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 141215-32-9, 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 141215-32-9 as follows.

First, the amine compound (10 g, 30.8 mmol) obtained in Step 2 was dissolved in dehydrated pyridine (300 ml) in a 1,000 ml three-necked flask under Ar gas, and N-thionylaniline(9.5 g, 66 mmol) and trimethylsilyl chloride (39.5 g, 363.5 mmol) were added. Thereafter, the internal temperature was raised to 80 C., and the mixture was stirred overnight.Then, the reaction solution was cooled to room temperature and poured into water (200 ml). Precipitated crystals were collected by filtration, and the solid was washed with THF / n-hexane to obtain 6 g of a solid (crystal).Thereafter, purification was carried out by silica gel chromatography (silica gel 300 g, developing solvent chlorobenzene / hexane = 10: 3) (yield 3 g, yield 27.6%)

According to the analysis of related databases, 141215-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Seiko Epson Corporation; Tetsuji, Fujita; Yamamoto, Hidetoshi; Hamade, Yuiga; (64 pag.)JP2018/111679; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 89523-51-3,Some common heterocyclic compound, 89523-51-3, name is 5-Bromobenzo[c]phenanthrene, molecular formula is C18H11Br, 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.

Under an argon atmosphere, 3.07g of the 5-bromobenzo[c]phenanthrene which had been prepared in Synthesis Example 1, 4.18g of 10-(2-naphthyl)anthracene -9-boronic acid which had been synthesized by a known method, 0.231 g of tetraxis(triphenylphosphine)palladium(0), 40 mL of toluene and 20 mL of a 2M aqueous solution of sodium carbonate were charged. The resultant was refluxed with stirring for 8 hours. After cooling to room temperature, the reaction solution was extracted with toluene. An aqueous phase was removed, and an organic phase which had been separated was washed with water and saturated brine sequentially, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting residue was purified by a silica gel column chromatography, whereby 4.13g of pale yellow crystals were obtained. As a result of mass spectrometry, the resulting crystals were confirmed to be the above-mentioned compound 1. The compound 1 had an m/e value of 530 with respect to a molecular weight of 530.20.

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[c]phenanthrene, its application will become more common.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2218706; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, 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 18869-30-2, Recommanded Product: (E)-1,2-Bis(4-bromophenyl)ethene

EXAMPLE 3 Ethyl 4-bromostilbene-4′-acrylate. 25.8 g (0.1 mol) of 4,4′-dibromostilbene, 10 g (0.1 mol) of ethyl acrylate, 18.5 g (0.1 mol) of tri-n-butylamine, 0.224 g (0.001 mol) of palladium acetate and 0.6 g (0.002 mol) of tri-o-tolylphosphine are added under argon to 50 ml of p-xylene. The reaction mixture is stirred at 90 C. for 4 hours. Working up gives 2 g (6% of theory) of ethyl 4-bromostilbene-4′-acrylate. Melting point 166.9 C.

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; Ciba-Geigy Corporation; US4918215; (1990); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 927384-44-9, name is 2-(4-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, molecular formula is C16H12BBrN2, 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. COA of Formula: C16H12BBrN2

A suspension of 1,8-diaminonaphthalene protected p-bromobenzeneboronic acid (1.61 g, 5.0mmol), B2pin2 (1.90 g 7.5 mmol), KOAc (1.47 g, 15.0 mmol) and PdCl2(dppf) (204 mg, 0.25mmol) in DMF (100 mL) was stirred at 80 C for 3 h. The mixture was extracted with EtOAc and washed with brine. The organic layer was separated and dried over Na2SO4. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (EtOAc), preparative SEC using CHCl3 as the eluent, and recrystallization (CH2Cl2-Hexane) to give 18 as a white solid (1.34 g, 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 927384-44-9, its application will become more common.

Reference:
Article; Terao, Jun; Konoshima, Yohei; Matono, Akitoshi; Masai, Hiroshi; Fujihara, Tetsuaki; Tsuji, Yasushi; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 2800 – 2808;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 141215-32-9, 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. 141215-32-9 name is 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-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.

Dissolve 5,6-diamino-4,7-dibromobenzo [c] [1,2,5] thiadiazole (0.38g, 1.2mmol) in anhydrous chloroform (10mL) round bottom In a flask, the mixture was stirred with thionyl chloride (1.2 mL) at 0 C, then 8.0 mL of pyridine was added, and the reaction was carried out at room temperature for 20 hours. After the reaction, the mixture was cooled to room temperature and sucked onto ice water, and the precipitate was filtered and methanol was washed with water to obtain a core.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Beijing University Shenzhen Sheng Yuan; Meng Hong; Zhang Pengfei; He Yaowu; Qiu Fangcheng; (14 pag.)CN110872308; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 268733-18-2, 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. 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) 1.2 g of 4-bromo-3,5-bis(trifluoromethyl)aniline was dissolved in 10 mL of toluene, and 500 mg of 2-pyridine carboxyaldehyde and then a catalytic amount of pyridinium p-toluenesulfonate were added and reacted at about 100C overnight, and then the reaction solution was left to cool. To the reaction solution, 180 mg of sodium borohydride and 10 mL of ethanol were added and reacted at room temperature for about one hour. Then, water and ammonium chloride were added in proper amounts, followed by stirring. A crude product obtained by extraction with ethyl acetate was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/3) to obtain 1.08 g of N-(4-bromo-3,5-bis(trifluoromethyl)phenyl)-2-pyridine methanamine (compound No. II-19).

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-3,5-bis(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP2172456; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4102-60-7, 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. 4102-60-7 name is 18-Bromo-6,9-octadecadiene, 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.

Intermediate 127b: (6Z,9Z)-18-iodooctadeca-6,9-diene To a solution of intermediate 127a (14.0 g, 42.659 mmol) in acetone (150 mL) in a RBF charged with a magnetic stir bar under N2 was added sodium iodide (12.7 g, 85.3 mmol). The reaction was heated to reflux (55 C) for 2 hours, after which it was cooled to room temperature and the solids were filtered off. The solvent was evaporated and the remaining solids were removed by dissolution in H20 (100 mL) and extraction with DCM (2 x 200 mL). The combined organic layers were dried over Na2S04 and evaporated to dryness to afford the desired product as a crude pale brown liquid (15.5 g, 97%). This material was used in the next step without further purification. TLC: Rf = 0.6 (100% pentane), PMA active.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 18-Bromo-6,9-octadecadiene, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BRITO, Luis; CHEN, Delai; GAMBER, Gabriel Grant; GEALL, Andrew; LOVE, Kevin; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95346; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 89523-51-3 as follows. Product Details of 89523-51-3

(A-4) Synthesis of benzo(c)phenanthrene-5-boronic acid Under the atmosphere of argon, 10.1g of 5-bromobenzo[c]phenanthrene was placed in a flask, and 400 mL of dehydrated ether was added. The reaction solution was cooled to -40C, and 22 mL of a hexane solution of 1.6 M n-butyl lithium was added. The resultant was heated to 0C, and stirred for 1 hour. The reaction solution was cooled to -60C, and 10 mL of a dehydrated ether solution of 14.4g of triisopropyl borate was added dropwise. While heating the reaction solution to room temperature, stirring was continued for 5 hours. 10 mL of a 10% aqueous hydrochloric acid solution was added, followed by stirring for 1 hour. An aqueous phase was removed, and an organic phase was washed with water and saturated saline, and dried with magnesium sulfate. After filtering off magnesium sulfate, the organic phase was concentrated. The resulting solids were washed with hexane, whereby 5.37g (yield 60%) of benzo[c]phenanthrene-5-boronic acid as an intended product was obtained.

According to the analysis of related databases, 89523-51-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2524913; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 6320-40-7 as follows. Application In Synthesis of 1,3,5-Tribromo-2-methylbenzene

Synthesis of Intermediates H and I; 2,4,6-tribromotoluene (3.3 g, 10 mmol) was dissolved in diethylether (30 ml). The reaction solution was cooled to -78 C., and n-butyllithium (4.4 ml, 11 mmol, 2.5M in hexane) was gradually added thereto. The reaction mixture was stirred at -78 C. for one hour, and copper chloride (II) (1.48 g, 11 mmol) was added thereto at -78 C. The reaction solution was stirred for five hours, and washed with distilled water and ethylacetate at room temperature. The obtained ethylacetate layer was dried over MgSO4 and then dried under a reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography and recrystallized from dichloromethane and hexane to give intermediate H (622 mg, yield: 25%) and an intermediate I (746 mg, yield: 30%) as white solids. The structures of intermediates H and I were determined by 1H NMR. Intermediate H: 1H NMR (CDCl3, 300 MHz) delta (ppm) 7.74 (d, 4H), 7.18 (d, 4H), 2.06 (s, 6H); 13C NMR (CDCl3, 100 MHz) delta (ppm) 142.8, 134.9, 134.5, 131.1, 126.4, 119.4, 19.9. Intermediate I: 1H NMR (CDCl3, 300 MHz) delta (ppm) 7.60 (s, 4H), 2.61 (s, 6H); 13C NMR (CDCl3, 100 MHz) delta (ppm) 138.3, 137.2, 129, 9, 125.8, 23.5.

According to the analysis of related databases, 6320-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung SDI Co., Ltd.; US2008/174237; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary