Category: bromides-buliding-blocks

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. 54879-20-8, name is 2-Bromo-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8BrN

2-Bromo-1 -fluoro-3-methylbenzene; A 200 mL round bottom flask, equipped with a magnetic stirring bar, was charged with 2-bromo-3-methylaniline (12.2 g, 65.58 mmol), 113 mL of water, and 17.5 mL of cone. HCI. The mixture was briefly heated to dissolve the solids, then cooled to -10 0C. To the resulting suspension a solution of NaNO2 (5.06 g, 73.38 mmol) in 13 mL of water was added dropwise at -5 to -10 0C. Then 16.8 mL of 60% HPF6 in water (122.23 mmol) was added, and the resulting suspension was stirred for 30 min. The precipitate was collected by vacuum filtration, washed with ice-cold water (2×30 mL), then with an ice-cold MeOH/ether (16mL/64mL) mixture and dried under vacuum at room temperature for 20 h to give 20.46 g (91%) of diazonium salt. The dry salt was thermally decomposed in 5 g batches in a small (25 mL) vacuum distillation apparatus under vacuum (2 mm Hg), at 165-175 0C, with receiving flask cooled with a dry ice/acetone mixture. The collected fractions were combined to give 7.85 g of 2-bromo-1 -fluoro-3-methylbenzene as a colorless oil. 1H NMR (300 MHz, CDCI3): delta 7.16 (1H), 6.92-7.04 (2H), 2.43 (3H).

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 54879-20-8.

Reference:
Patent; PFIZER INC.; WO2006/51410; (2006); A1;,
Bromide – Wikipedia,
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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 626-40-4 as follows. name: 3,5-Dibromoaniline

This example is a method for preparing 3,5-dibromo-3-methoxy-4-aminoazobenzene, comprising the following steps:(1) Preparation of diazonium salt: In a 100 mL beaker, 5.0114 g of 3,5-dibromoaniline and 8 mL of 20% hydrochloric acid are added, 0Slowly add 1.5232 g of sodium nitrite aqueous solution to the suspension at 0-5 C. The suspension becomes clear and then urea is added to eliminate theThe amount of nitrous acid, sodium acetate solids was adjusted to pH 5, and the clear liquid was placed in ice water for later use.(2) Preparation of sodium o-methoxyanilinosulfonate: A 50 mL round-bottom flask was filled with 10 mL of water and 2.3553 gAfter dissolving sodium bisulfite and sodium bisulfite, 0.7221 g of paraformaldehyde was added. After the reaction at 60C for 35 minutes, 2.4610 g was added dropwise.O-methoxyaniline, the reaction was stopped after 2 h and a mixture of sodium o-methoxyanilino methanesulfonate was obtained.(3) Preparation of azobenzene compound: After the mixture obtained in step (2) is cooled to room temperature, the mixture is stirred under vigorous stirring.Slowly dropping into the diazonium salt obtained in step (1). At this time, the clarified diazonium salt solution gradually becomes dark red viscous liquid, and the temperature is controlled at 0-5 C.The reaction was completed after 6 h. Add 50 mL of 30% aqueous sodium hydroxide, the dark red viscous liquid becomes yellow turbid liquid, nitrogen gasUnder the protection of 50 C hydrolysis 7 h, after the end of the reaction with hydrochloric acid to adjust the pH value of about 8, the crude product was separated by thin layer chromatography to obtain the dye 3,5-Dibromo-3-methoxy-4-aminoazobenzene, 2.237 g (29% yield).

According to the analysis of related databases, 626-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lingnan Normal University; Song Xiumei; Feng Zongcai; (9 pag.)CN105152963; (2017); B;,
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These common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-methylaniline, 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. SDS of cas: 39478-78-9

General procedure: An equimolar mixture of isatin/5-bromoisatin and an aromatic primary amine were introduced into an Erlenmeyer flask. Ethanol (1 mL) and a few drops of acetic acid were added. The Erlenmeyer flask was placed in an ultrasonic bath filled with water (80 Hz,100%), the temperature was adjusted at 40C. At the end of the reaction (monitored by TLC), the product obtained by filtration was recrystallized from ethanol. For the reactions carried out in microwave Biotage, the reagents in 4 mL of ethanol were put in a magnetic stir bar for 2-5 mL vial and the temperature was set at 150C, 160C then 180C.

The synthetic route of 5-Bromo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chemchem, Meryem; Menacer, Rafik; Merabet, Naima; Bouridane, Hamida; Yahiaoui, Samir; Moussaoui, Sadjia; Belkhiri, Lotfi; Journal of Molecular Structure; vol. 1208; (2020);,
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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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed benzoyl chloride (5a, 0.17 mL, 1.5 mmol), Cu2O (0.027 g, 0.18 mmol), 2,2′-bipyridyl (0.019 g, 0.12 mmol), and a DMF solution of 2-Zn (0.61 M, 1.0 mL, 0.61 mmol), and the whole were stirred at room temperature for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6a (0.13 g, 0.56 mmol) in 92% yield as a colorless oil.

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 18599-22-9.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
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Synthetic Route of 34950-82-8, 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. 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10.2 N-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-5-fluoro-1-[(3-fluorophenyl)-methyl]-1H-indole-2-carboxamide (Compound 9) 0.4 g (1.4 mmol) of the amide prepared in the preceding step, 0.31 g (1.47 mmol) of 7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 0.08 g (0.42 mmol) of copper iodide, 0.39 g (2.79 mmol) of potassium carbonate and 10 mL of dry dioxane are introduced into a pressure tube equipped with a magnetic stirrer. The suspension is degassed, 53 mg (0.46 mmol) of trans-1,2-cyclohexanediamine are added, and the tube is heated at 120 C. with stirring for 16 hours. After this time, 50 mL of ethyl acetate and 50 mL of water are added to the medium. The aqueous phase is separated out and then extracted with 2*30 mL of ethyl acetate. The organic phases are combined, washed with 50 mL of water, dried over sodium sulfate and then concentrated under reduced pressure. The resulting product is purified by chromatography on a column of silica, eluding with a mixture of heptane and ethyl acetate, followed by crystallization from a mixture of heptane and dichloromethane. 0.4 g of the expected product is thus isolated. m.p.: 265-266 C. 1H NMR (DMSO D6), delta (ppm): 10.22 (s, 1H); 7.98 (s, 1H); 7.58 (m, 2H); 7.34 (m, 3H); 7.18 (m, 1H); 7.06 (m, 1H); 6.91 (m, 2H); 6.58 (s, 1H); 5.9 (s, 2H); 4.14 (m, 2H); 3.4 (m, 2H).

The synthetic route of 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/9400; (2011); A1;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, 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. Safety of (Bromomethyl)cyclobutane

A stirred solution of ketimine 10.01 (50 g, 187.1 mmol) under N2 in dry THF (400 mL) was cooled to-78 C and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv. ) in THF. The reaction mixture was warmed to 0 C and stirred for 1 h and treated with bromomethyl cyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et20 (300 mL) and treated with aq. HCI (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et20 (1 L). The aqueous layer was made basic to pH-12-14 with NaOH (50 % aq. ) and extracted with CH2CI2 (3×300 mL). The combined organic layers were dried (MgS04), filtered, and concentrated to give the pure amine (10.02, 18 g) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17247-58-4, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2005/85197; (2005); A1;,
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Application of 586-61-8, A common heterocyclic compound, 586-61-8, name is 1-Bromo-4-isopropylbenzene, molecular formula is C9H11Br, 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 suspension of 128.8 g (0.8 mol) of 1H-indole-2-carboxylic acid, of 159.2 g (0.8 mol) of 4-bromocumene, of 111.6 g (0.808 mol) of potassium carbonate and of 8 g (0.1 mol) of copper oxide in 200 ml of dimethylformamide is stirred at reflux for 24 hours. After cooling, 6 l of water are added to the beige suspension obtained. The suspension is filtered and then the insoluble material is taken up in 1 l of a 5N hydrochloric acid solution. This mixture is extracted with 500 ml of dichloromethane. The organic phase is washed with water, dried over sodium sulfate and then concentrated under reduced pressure. After drying under reduced pressure, 204.4 g of a white solid are obtained, which solid is used as is in the following stage. Melting point=203-204 C.

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; SANOFI-AVENTIS; US2007/149602; (2007); A1;,
Bromide – Wikipedia,
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Application of 2695-48-9, 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. 2695-48-9, name is 8-Bromo-1-octene, This compound has unique chemical properties. The synthetic route is as follows.

A 250-mL round-bottom flask equipped with a stir bar and a water-jacketed reflux condenser was charged with trimethylsilylacetylene (6.00 mL, 42.0 mmol). THF (50 mL) was added, and the mixture was allowed to cool to 0 C (ice-bath). nButyllithium (29.0 mL, 42.0 mmol, 1.46 M solution in hexanes) was added dropwise by a syringe, and the ice-bath was removed following the addition. The mixture was allowed to warm to 22 C as it stirred for 1 h, at which point 8-bromo- l-octene (3.50 mL, 21.0 mmol) was added, and the mixture was allowed to reflux for 12 h. The mixture was allowed to cool to 0 C, quenched by addition of 50 mL water, washed with CH2CI2 (5 x 50 mL). The combined organic layers were washed in brine ( 1 x 50 mL), dried over MgS0 , filtered, and concentrated in vacuo. The resulting brown oil was filtered through a plug of silica gel (eluted in pentane), the filtrate was concentrated and the resulting brown oil distilled under vacuum ( 1.0 torr). The resulting yellow oil was re-distilled under vacuum ( 1.0 torr) to afford dec-9-en- l -ynyltrimethylsilane (0.700 g, 3.40 mmol, 14.0% yield) as a colorless oil. IR (neat): 3078 (w), 2929 (m), 2857 (w), 2175 (m), 1641 (w), 1461 (w), 1325 (w), 1248 (m), 1032 (w), 994 (w), 910 (m), 837 (s), 758 (s), 725 (w), 697 (w), 638 (m), 575 (w), 450 (w); NMR (400 MHz, CDCb): delta 5.86-5.76 ( 1 H, m), 4.99 ( 1 H, dd, J= 17.2, 2.0 Hz), 4.93 ( 1 H, dd, J= 10.0,0.8 Hz), 2.21 (2H, t, J= 7.2 Hz), 2.05 (2H, app q, J= 7.1 Hz), 1.55- 1.48 (2H, m), 1.40- 1.28 (6H, m), 0. 14 (9H, s); , 3C NMR ( 100 MHz, CDCI 3 ) : delta 1 39.2, 1 14.4, 107.8, 84.4, 33.9, 28.9, 28.8, 28.7, 28.7, 20.0, 0.3 ; HRMS (EST) [M+HJ+ calcd for C^H^Si: 209.1726, found: 209.1719.

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-1-octene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TRUSTEES OF BOSTON COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOVEYDA, Amir, H.; MEEK, Simon, J.; O’ BRIEN, Robert, V.; CROS, Josep, Llaveria; SCHROCK, Richard, R.; WO2011/97642; (2011); A1;,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 766-81-4, name is 3-Bromophenylacetylene, 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 766-81-4, category: bromides-buliding-blocks

The 3′-bromophenylacetylene (181 mg, 1.0 mmol), cat. [Au] (6 mg, 1 muM %), AgOTf (2.6 mg, 1 muM %), water (36 mg, 2 mmol) and methanol (1 ml) are added to the 25 mL of Claisen tube or. After closing the reaction at 120 C for 6 hours, cooling to room temperature. Then adding formic acid amine (315 mg, 5 mmol) and cat. [Rh] (6.2 mg, 1 mmol %), the reaction mixture in oil bath heated to 80 C, reaction 12 hours, cooling to room temperature. Rotary evaporation of the solvent and add a certain amount of ethyl acetate and water extraction, the organic phase of the resulting product after concentrated hydrochloric acid the reflux process, rotary evaporation to remove the solvent, the final petroleum ether washing and filtering to obtain the pure target compound, yield: 83%

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; Nanjing University of Science and Technology; Li Shun; Xu Meng; Li Feng; (12 pag.)CN109384677; (2019); A;,
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28148-04-1, name is 1,3-Dibromo-2-methylpropane, 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. HPLC of Formula: C4H8Br2

General procedure: Kinetic parameters were determined using a halide release assay. Assays were done at room temperature in 200 muL 50 mM Tris-SO4, pH 8.2. For compound 1e, 20% of DMSO was added to enhance the solubility to 0.5 mM. Samples were taken at different times and after adding mercuric thiocyanate and ferric ammonium sulfate the absorption was measured at 460 nm. [27] and [53] The initial rates of halide release at different substrate concentrations were plotted in a Michaelis-Menten graph in order to determine the kinetic parameters.Time-course experiments were done as follows. To 10 mL of a solution of compound 1 in 50 mM Tris-SO4, pH 8.2, enzyme was added and the mixture was incubated at 30 C (for details, see Table 5). At various times, 1 mL samples were taken and extracted with a solvent containing dodecane as internal standard. The samples were dried with MgSO4. The enantiomeric excess values for haloalcohols 2a-2c were determined by Chiral GC and for 2d and 2c by chiral HPLC, as described above. For the reactions with compounds 1a, 1b and 1c, the conversion was determined with the same GC program, whereas for 1d and 1e a different GC program was used. For 1d: AT5 GC column (80 C?130 C (10 C/min), 130 C for 1 min, 130 C?80 C (20 C/min), retention times 3.8 min (2d) and 4.4 min (1d)). For 1e: AT5 GC column (80 C?180 C (10 C/min), 180 C for 1 min, 180 C?80 C (20 C/min), retention times: 10.9 min (2e); 11.9 min (1e)).

The synthetic route of 28148-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Westerbeek, Alja; Van Leeuwen, Jan G.E.; Szyma?ski, Wiktor; Feringa, Ben L.; Janssen, Dick B.; Tetrahedron; vol. 68; 37; (2012); p. 7645 – 7650;,
Bromide – Wikipedia,
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