Author: tianli

28342-75-8, Adding a certain compound to certain chemical reactions, such as: 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, 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 28342-75-8.

To a solution of 1,5-dibromo-2, 4-difluorobenzene (Nucleosides, Nucleotides nucleic Acid, 201 (1 and2), 11-40 (2001) ) (8.8 g, 32.4 mmol) in diethylether (60 ml), 1.6 M n-BuLi in hexane (24.3 ml, 1.2 eq) was added at-78 C under N2 atmosphere. After stirring the reaction mixture at-78 C for 30 min, N-methyl-N- (methyloxy) acetamide (5.0 g, 1.5 eq) was dropped into to quench the reaction. The reaction mixture was stirred at the same temperature for further 30 min. After added acetic acid ( (5.2 ml), water (78 ml), the reaction mixture was extracted with diethylether. The obtained organic phase was washed by 0.2 N HCI aqueous, water, saturated NaHC03 aqueous and saturated NaCI aqueous, and dried over MgS04. After removing the solvent under reduced pressure, the residue was purified by Silica gel chromatography (n-Hexane/EtOAc = 49/1). Desired compound was obtained as pale yellow oil (4.94 g, 65percent).

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, 1,5-Dibromo-2,4-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/85227; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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 955959-84-9. 955959-84-9

474 mg (1.00 mmol) of Intermediate (F), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145¡ãC while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 537 mg (yield of 75percent) of Compound3 as a target compound. LC-Mass (calculated: 716.26 g/mol, found: M+1 = 717 g/mol)

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 4-(4-Bromophenyl)dibenzo[b,d]furan.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-51-4, Adding some certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 1435-51-4.

General procedure: 2-Ethylhexyl 3-((3-bromo-5-fluorophenyl)thio)propanoate was synthesised according to general procedures GP12 – from 1 ,3-dibromo-5-fluorobenzene (1 .0 g, 3.94 mmol), Pd2(dba)3 (90 mg, 2.5 mol%), Xanthphos (0.1 14 g, 5 mol%), 2-ethylhexyl-3-mercaptopropionate (0.860 g, 3.94 mmol), DIPEA (1 .36 ml, 7.82 mmol) and toluene (20 ml); 1 10 C, 6 h. Chromatographic purification (8% EtOAc in hexane) afforded a yellow solid (1 .50 g, 97%). NMR (400 MHz, DMSO-c/6) delta 7.38-7.37 (m, 1 H), 7.35 (d, J = 2.0 Hz, 1 H), 7.27-7.24 (m, 1 H), 3.94 (d, J = 5.4 Hz, 2H), 3.26 (t, J = 6.8 Hz, 2H), 2.65 (t, J = 5.6 Hz, 2H), 1 .53-1 .50 (m, 1 H), 1 .33- 1 .25 (m, 8H), 0.87-0.80 (m, 6H). LCMS (ESI, -ve) m/z 388.9 (M-H)”. General procedures GP12 00690] Condition A – a mixture of bromide GP12_1 , Pd2(dba)3 (5 mol%), Xantphos (10 mol%), RSH (1 .0-1 .2 equiv.), NaO’Bu (1 .0-1 .2 equiv.) and ‘BuOH/toluene (1 :5) was degassed with argon and then stirred at 100 C for 16 h. After cooling to rt, the suspension was filtered through celite, washed with DCM and the solvent was removed under reduced pressure. Alternatively, the mixture was centrifuged at 2500 RPM for 5 minutes. The solution was decanted and concentrated under reduced pressure. The crude was purified by chromatography to afford sulfide GP12_2. [00691] Condition B – same as condition A, with DIPEA used instead of NaO’Bu and toluene used instead of ‘BuOH/toluene.

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 1435-51-4.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; SPRINGER, Caroline; MARAIS, Richard; NICULESCU-DUVAZ, Dan; LEUNG, Leo; SMITHEN, Deborah; CALLENS, Cedric; TANG, Haoran; (403 pag.)WO2017/141049; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4549-33-1, 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 4549-33-1 as follows.

General procedure: To a stirred solution of monovalent beta-carbolines 1-17 (2.0 mmol) in anhydrous DMF (30 ml) was added 60% NaH (0.4 g, 10 mmol). After stirring for 20 min at room temperature, the appropriate dibromoalkane (1.0 mmol) was added. And then the reaction mixture was stirred at room temperature for 8-20 h. After completion of the reaction as indicated by TLC, the solution was poured into ice-water and extracted with CH2Cl2. The combined organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and evaporated in vacuum. The residue was purified by column chromatography with CH2Cl2/MeOH (50:1) to successfully afford the desirable target products.

According to the analysis of related databases, 4549-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shi, Buxi; Cao, Rihui; Fan, Wenxi; Guo, Liang; Ma, Qin; Chen, Xuemei; Zhang, Guoxian; Qiu, Liqin; Song, Huacan; European Journal of Medicinal Chemistry; vol. 60; (2013); p. 10 – 22;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 699-03-6

Compound 12 (254 mg, 1.01 mmol), 4-bromo-N-methylbenzylamine (200 muL, 1.00 mmol) and triethylamine (280 muL, 2.01 mmol) were dissolved in anhydrous dimethylformamide (2 mL) and placed in a pressure bottle, under an N2 atmosphere. The reaction was stirred at room temperature for 3 hours, then diluted dropwise into deionized water (60 mL), yielding a fluffy white precipitate. After cooling briefly, the precipitate was collected by vacuum filtration, washing with deionized water, and dried under vacuum to yield 410 mg (99%) of 15 as a white solid. ESI-MS m/z 415.1/417.1 [M +H]+. 1H NMR (500 MHz, DMSO-d6) delta 10.16 (s, 1H), 8.90 (s, 1H), 7.75-7.73 (m, 2H), 7.54 (d, J=8.6 Hz, 2H), 7.23-7.17 (m, 4H), 4.92 (s, 2H), 3.18 (s, 3H).

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, 699-03-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Syntrix Biosystems Inc.; US2012/46243; (2012); A1;,
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. 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., 156682-52-9

1,4-dibromo-2,3-difluorobenzene (15 g, 55.2 mmol), (2-methoxyphenyl)boronic acid (8.80 g, 57.9 mmol), sodium carbonate (11.69 g, 110 mmol), and tetrakis(triphenylphosphine)palladium(0) (3.19 g, 2.76 mmol) were dissolved in a mixture of water (140 ml) and dioxane (140 ml). The reaction mixture was degassed and heated in an 80 C. oil bath for 20 h. The reaction mixture was cooled to room temperature, mixed with brine and extracted with EtOAc. The extract was washed with water, brine, dried, and evaporated to leave a solid/liquid mixture that was absorbed onto a silica gel plug and chromatographed on silica gel column eluted with heptane to yield 4-bromo-2,3-difluoro-2?-methoxy-1,1?-biphenyl as a colorless oil (12.5 g, 75% yield).

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; UNIVERSAL DISPLAY CORPORATION; JI, Zhiqiang; TSAI, Jui-Yi; DYATKIN, Alexey Borisovich; LIN, Chun; US2019/233451; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, 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 50548-45-3 as follows.

A 250 ml reactor was charged with 2.3 g (24.7 mmol) of aniline, 7.4 g (30 mmol) of 1-bromodibenzofuran, 0.4 g (0.3 mmol) of palladium acetate,4.2 g (43 mmol) of sodium tertiary butoxide, 0.1 g (0.3 mmol) of tri-tert-butylphosphine,100 ml of toluene was added and the mixture was refluxed and stirred for 13 hours.After completion of the reaction, the reaction mixture was filtered, and the filtrate was concentrated and separated by column chromatography to obtain 4.0 g of Intermediate 8-a. (Yield: 63percent)

According to the analysis of related databases, 50548-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC CO LTD; SFC Ltd.; CHOI YEONG TAE; Choi Yeong-tae; LEE SE JIN; Lee Se-jin; PARK SEOK BAE; Park Seok-bae; YU TAE JUNG; Ryu Tae-jeong; YANG BYUNG SUN; Yang Byeong-seon; LEE DA JUNG; Lee Da-jeong; (87 pag.)KR2018/31385; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

51437-00-4, Adding some certain compound to certain chemical reactions, such as: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, 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 51437-00-4.

Example 7 4-Fluoro-3-methyl-benzaldehyde 2.85 g of 5-bromo-2-fluorotoluene, 0.21 g of bis(triphenyl-phosphine)palladium dichloride and 1.53 g of sodium formate were placed in a flask fitted with a reflux condenser and a gas inlet tube, 15 ml of DMF were added and the mixture was stirred and heated at 110 C. while passing in CO. After conversion was complete (GC monitoring), the reaction mixture was allowed to cool to 21 C. and the catalyst was separated off by filtration through silica gel. This gave a crude product which contained >98% of 4-fluoro-3-methyl-benzaldehyde (percentage is based on the areas in the GC).

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 51437-00-4.

Reference:
Patent; Bayer Aktiengesellschaft; US6462242; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 54879-20-8, name is 2-Bromo-3-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. 54879-20-8

Add a solution of 4- (trifluoromethyl) benzoyl chloride (3.55 mL, 23 mmol) in methylene chloride (50 mL) dropwise over 5 min to a solution of 2-bromo-3-methylphenylamine (Step 1, 4.45 g, 23 mmol) in pyridine (60 mL) at 0LC under nitrogen, warm the mixture to room temperature and stir for 13 h. Dilute the mixture equally with 1 N HCl (500 mL) and extract with methylene chloride (3 x 250 mL). Dry the combined organic extracts over MGS04 and remove the solvents under reduced pressure to afford N- (2-BROMO-3-METHYLPHENYL)-4- trifluoromethylbenzamide (Step 2) as an off-white solid (8.3 g, 968) : 1H NMR (CDC13) 5 2.50 (s, 3H), 7.00 (d, 1H), 7.30 (t, 1H), 7.80 (d, 2H), 8.00 (d, 2H), 8.30 (d, 1H), 8.50 (br s, 1H) ; APCI MS M/Z 358 [C15HLLF3BRNO-H]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54879-20-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/63155; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4263-52-9, A common compound: 4263-52-9, name is Sodium 2-bromoethanesulphonate, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Potassium O-ethylxanthate (3 x 95mg, O.deltaOmmol) is added portion wise every 1 .5 hours to a solution of sodium 2-bromoethanesulphonate (0.42g, 2.00mmol) in acetonitrile (15ml). The reaction mixture is heated at 850C, under a nitrogen atmosphere, for a total of 6 hours. Upon cooling the suspension is filtered, washed with acetonitrile and air-dried affording an off-white solid.1 H NMR (DMSO d6) delta (ppm) 4.67 (q, 2H), 3.40 (2H, m), 3.26 (m, 2H), 1 .39 (t, 3H).

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, Sodium 2-bromoethanesulphonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA S.A.; WO2009/19119; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary