Bromides-buliding-blocks

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.

4-Picoline (2.0 mL, 21 mmol) was dissolved in THF (40 mL) under an argon atmosphere using a 150 mL Schlenk flask. The Schlenk flask was cooled down to-78C by using a dry ice/methanol cooling bath. A solution of n-butyllithium in hexane (12.0 mL, 18 mmol) was added to the solution by a syringe under an argon atmosphere. After the solution was stirred for 30 min, diethyl amine (2.2 mL, 22 mmol) was added to the solution by a syringe under an argon atmosphere. After the solution was stirred for 30 min, the solution was added to a solution of 1,9-dibromononane (20.0 mL, 99 mmol) in THF (10 mL) by a syringe under an argon atmosphere. The reaction mixture was gradually warmed to room temperature and stirred for 1 h. The solution was poured into 0.5M ammonium chloride (10 0mL) to quench the reaction at 0C. After evaporation of the organic solvent at 0C, the residual solution was dropped into 1M hydrobromic acid (100 mL), and the product was extracted with dichloromethane (4¡Á50 mL). The organic layers were combined, and dried with sodium sulfate (15 g). The organic layer was concentrated under reduced pressure. After the residual solution was dropped into hexane (200 mL), and then a pale yellow precipitate was formed. The pale yellow precipitate containing the product was recovered by centrifugation. The product 1 was obtained as a pale yellow powder (yield 5.12g, 65%). 1H NMR (500MHz, DMSO-d6): delta 8.42 (d, J=5.9Hz, 2H), 7.19 (d, J=5.9Hz, 2H), 3.50 (t, J=6.7Hz, 2H), 2.57 (t, J=7.6Hz, 2H), 1.81-1.72 (m, 2H), 1.61-1.52 (m, 2H), 1.39-1.20 (m, 12H).

According to the analysis of related databases, 1,9-Dibromononane, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hashidzume, Akihito; Kuse, Akihiro; Oshikiri, Tomoya; Adachi, Seiji; Yamaguchi, Hiroyasu; Harada, Akira; Tetrahedron; vol. 73; 33; (2017); p. 4988 – 4993;,
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These common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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. 1559-88-2

General procedure: An oven-dried Schlenk tube equipped with a stir bar was charged with Pd(OAc)2 (4.5 mg, 0.02 mmol, 10 mol%), aryliodine(III) diacetate (0.24 mmol) and Ag2CO3 (82.7 mg, 0.3 mmol). The tube was fitted with a rubber septum, and then it was evacuated and refilled with nitrogen three times. Under nitrogen, polyfluoroarene (0.2 mmol), DMSO(0.1 mL) and DMF (2 mL) were added successively. The rubber septum was replaced with a Teflon screw cap under nitrogen flow. With stirring, the reaction mixtures were heated at 110 C for the indicated amount of time (unless otherwise specified), and then cooled down to roomtemperature. The resultant mixture was filtered through a short plug of silica gel and then concentrated in vacuo. The residue was then purified by flash chromatography on silica gel to provide the corresponding product.

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 1559-88-2.

Reference:
Article; Fu, Zhengjiang; Xiong, Qiheng; Zhang, Wenbiao; Li, Zhaojie; Cai, Hu; Tetrahedron Letters; vol. 56; 1; (2015); p. 123 – 126;,
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6138-90-5, 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. 6138-90-5, name is Geranyl bromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 26 (4E)-2-(4Methoxy-benzenesulfonyl)-5,9-dimethyl-2-[4-(2-morpholin-4-yl-ethoxy) -benzyl]-deca-4,8-dienoic acid hydroxyamide To a stirred solution of (4-methoxy-benzenesulfonyl)-acetic acid ethyl ester (5.16 g, 20 mmol), geranyl bromide (4.2g, 20 mmol) and 18-Crown-6 (500 mg) in acetone (250 ml) was added K2CO3 (10 gms, excess) and the mixture refluxed foe 24 hours. At the end, the reaction mixture was filtered and the acetone layer was concentrated. The residue obtained was extracted with chloroform, washed well with water, dried over anhydrous MgSO4, filtered and concentrated. The product obtained was purified by silica-gel column chromatography, eluding with 30% ethy acetate: hexane. The product 2-(4-methoxy-benzenesulfonyl)-5,9-dimethyl-deca-4,8-dienoic acid ethyl ester was isolated as a colourless oil. Yield: 7.0 g, 89%.

The synthetic route of Geranyl bromide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6172057; (2001); B2;,
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327-51-5, 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a three-necked flask, 1,4-dibromo-2,5-difluorobenzene (5.4g, 20.0mmol), compound 27 (16.1g, 42.0mmol), 2M Na2CO3 aqueous solution (40mL, 80.0mmol), DME (40mL), toluene (40mL ), Pd[PPh3]4 (1.2g, 1.0mmol) were mixed, this mixture was refluxed for 8 hr under Ar atmosphere. After the reaction was cooled to room temperature. The sample was transferred to a separatory funnel, added water (100mL), extracted with CH2Cl2 and dried in. MgSO4, filtered, and concentrated. Purifying the sample by silica gel column chromatography to obtain a white solid. Yield 11.8g, 75% yield

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Corporation; Kato, Tomoki; Numata, Masaki; Yoshida, K.; Nishimura, Kazuki; Eiwakuma, Toshihiro; Hosokawa, Chisio; (108 pag.)KR101500796; (2015); B1;,
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3972-65-4, name is 1-Bromo-4-(tert-butyl)benzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 3972-65-4

In a J.T. Young tube, 0.75 mmol of olefinic compound, 0.5 mmol of aryl halide, 0.6 mmol of potassium carbonate, 0.005 mmol of triphenylphosphite, 0.0005 mmol of Pd(dba)2 or the respective palladium source, and 0.1 mmol of trans-stilbene (as internal standard) were dissolved in 1 mL of DMF under nitrogen atmosphere. The tube was sealed and before putting it into a 100 C hot bath of silicon oil, it was purged three times carrying out cycles of vacuum/nitrogen. After 20 h of continuous stirring the mixture was cooled to room temperature and 0.5 mL of 2 M HCl and 0.5 mL ofdichloromethane were added. The organic phase was analyzed by GC. The products were crystallized from methanol/dichloromethane cold mixtures and characterized by 1H NMR, GC-MS, IR, and mp and compared with the reported spectra.

Statistics shows that 3972-65-4 is playing an increasingly important role. we look forward to future research findings about 1-Bromo-4-(tert-butyl)benzene.

Reference:
Article; Cardenas, Juan C.; Fadini, Luca; Sierra, Cesar A.; Tetrahedron Letters; vol. 51; 52; (2010); p. 6867 – 6870;,
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73918-56-6, Adding some certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6.

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.

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 73918-56-6.

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;,
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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. 82842-52-2, name is 3-Bromo-2,4,6-trimethylaniline, This compound has unique chemical properties. The synthetic route is as follows., 82842-52-2

(B) 2,2′-[[2-[(3-bromo-2,4,6-trimethylphenyl)amino]-2-oxoethyl]]imino]bisacetic acid A suspension of 9.56 g of nitrilotriacetic acid in pyridine (dried over molecular sieves) is prepared with the exclusion of moisture (CaSO4 drying tube) and heated to 50 C. Acetic anhydride (5.11 g) is added dropwise. The reaction mixture clears and is heated to 100 C. After maintaining the temperature for 40 minutes, the reaction mixture is cooled to 55 C. and a solution of 10.7 g 3-bromo-2,4,6-trimethylaniline in 25 ml of dry pyridine is added slowly. The reaction is heated to 100 C. and after 1.5 hours at this temperature, the solution is cooled in an ice-bath. The reaction mixture is rotary evaporated to a semisolid which is dissolved in 125 ml of 10% sodium hydroxide w/v. The basic layer is then extracted with two 100 ml portions of methylene chloride. Distilled water (100 ml) is added to the basic layer which is then brought to pH 3 with concentrated hydrochloric acid to give a precipitate. After refrigeration for about 16 hours, the crude product is filtered, washed with cold distilled water and dried under vacuum at 40 C. The crude product is dissolved in 100 ml of 60% aqueous ethanol, treated with 3.0 g of Darco and filtered hot through a Hyflo-bed to give a solution. Crystals precipitate and are filtered, washed with three 25 ml portions of 50% aqueous ethanol and dried under vacuum at 40 C. The reaction yields 9.1 g of the title compound, melting point 198-200 C., dec.

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; E. R. Squibb & Sons, Inc.; US4418208; (1983); A;,
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A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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. 1647-26-3.

Example 12: N-trans-(2-cyclohexylethyl)-2-phenylcyclopropanamine hydrochloride; To a solution Intermediate B (1.5g, 6.42 mmol) in Dimethylformamide (DMF, 30 mL) was added sodium hydride (0.38 mg, 9.64 mmol) and the suspension was stirred 30 min at room temperature. 1 -Cyclohexylethyl bromide (1.2 mL, 7.71 mmol) was then added and the suspension stirred 12h at room temperature. Solvents were evaporated and the residue was dissolved in dichloromethane (60 mL) and washed with water, brine and water, dried and concentrated. The obtained solid was purified by column chromatography to afford the Boc-protected product (1.4 g). This solid was dissolved in dichloromethane and HC1 (15 mL) was added. The precipitate was filtered, washed with cold ether and dried to afford the desired product (1.56 g, 88%). -NMR (CDC13) delta (ppm): 1.05 (m, 13H), 1 .2 1 (m, 1 H), 1 .44 (m, 1 H), 2.41 (m, 1 H), 2.92 (m, 1 H), 3.20 (m, 2H), 7.16-7.25 (m, 5H), 8.2 (bs, 2H). MS (M+H): 245.0.

The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORYZON GENOMICS S.A.; ORTEGA MUNOZ, Alberto; CASTRO-PALOMINO LARIA, Julio; FYFE, Matthew Colin Thor; WO2011/131697; (2011); A1;,
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327-75-3, A common heterocyclic compound, 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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.

To a stirred solution of 3-methyl-4-nitro-lH-pyrazole (869 mg, 0.068 mmol, 1 equiv) l-bromo-2,4-bis(trifluoromethyl)benzene (2 g, 0.068 mmoles, leq) in DMF (20 mL) was added K CO (1.89 g, 0.0136 mmol, 2 equiv) and the reaction mixture was stirred for 15 minutes. Cul (0.026 g, 0.2eq, O.OOlmoles) and L-proline (0.317 g, 0.02 mmol, 0.4 equiv.) were added to the reaction mixture. The reaction mixture was allowed to stir for 24 hour at 100 C. Product formation was confirmed by LCMS. After completion of reaction, reaction mixture was diluted with water and extracted with ethyl acetate (3×100 mL). Combined organic extracts were washed with water (4×100 mL), dried over anhydrous NaSCL and concentrated under reduced pressure to obtain which was purified by flash chromatography (EtOAc/ Hexane) to obtain titile compound l-(2,4-bis(trifluoromethyl)phenyl)-3-methyl-4- nitro-lH-pyrazole (1.0 g). LCMS 339 [M+H] +.

The synthetic route of 1-Bromo-2,4-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS BIOTECH LLC; ALFARO, Jennifer; BELMAR, Sebastian; NUNEZ VASQUEZ, Gonzalo Esteban; PUJALA, Brahmam; SATHE, Balaji Dashrath; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; THAKRAL, Pooja; PATIDAR, Rajesh Kumar; (344 pag.)WO2019/195810; (2019); A2;,
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327-51-5, 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.

Into a three-necked flask, to 1,4-dibromo-2,5-difluorobenzene (37.5g, 138.0mmol), 2-nitrophenylboronic acid (23.0g, 138.0mmol), 2M Na2CO3 aqueous solution (138mL, 276mmol), DME (275mL), toluene (275mL), Pd[PPh3]4 (8.0g, 6.9mmol) was added, this mixture was refluxed for 8 hr under Ar atmosphere. After the reaction was cooled to room temperature. The sample was transferred to a separatory funnel, added water (250mL), and extracted with CH2Cl2. After drying with MgSO4, filtered, and concentrated. Purification of a sample was purified by silica gel column chromatography to give a white solid. Yield 26.1g, 60% 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; Idemitsu Kosan Corporation; Kato, Tomoki; Numata, Masaki; Yoshida, K.; Nishimura, Kazuki; Eiwakuma, Toshihiro; Hosokawa, Chisio; (108 pag.)KR101500796; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary