Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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 1559-88-2, 1559-88-2

General procedure: In a glove box, a 25 mL of Schlenk tube equipped with a stir bar was charged with Pd(OAc)2 (0.03 mmol, 0.1 equiv), PCy3 (0.03 or 0.06 mmol, 0.1 or 0.2 equiv), LiOAc (0.45 mmol, 1.5 equiv) (or NaOAc), TEMPO (0.12 mmol, 0.4 equiv), Ag2CO3 (0.9 mmol, 3 equiv). The tube was fitted with a rubber septum and removed out of the glove box. DME (2 mL), propiophenone (0.9 mmol, 3.0 equiv) and thiophene (0.3 mmol, 1.0 equiv) were added in turn to the Schlenk tube through the rubber septum using syringes, and then the septum was replaced with a Teflon screwcap under nitrogen flow (if the thiophene or the substituted propiophenone was solid, it was added to the tube in the glove box). The reaction mixture was stirred at 100 oC or 120 oC for 24 h. After cooling down, the reaction mixture was diluted with 10 mL of ethyl ether, filtered through a pad of silica gel, followed by washing the pad of the silica gel with the same solvent (20 mL), concentrated under reduced pressure. The residue was then purified by flash chromatography on silica gel with 2-15 % ethyl ether in petroleum ether as eluent to provide the corresponding product.

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, 3-Bromo-1,2,4,5-tetrafluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shang, Yaping; Jie, Xiaoming; Zhou, Jun; Hu, Peng; Huang, Shijun; Su, Weiping; Angewandte Chemie – International Edition; vol. 52; 4; (2013); p. 1299 – 1303; Angew. Chem.; vol. 125; 4; (2013); p. 1337 – 1341,5;,
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327-75-3, The chemical industry reduces the impact on the environment during synthesis 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

All experiments were performed in a previously-described quadrupole ion trap mass spectrometer (modified ThermoFinnigan LCQ DECA) equipped with electrospray ionization (ESI) [15, 17]. In a typical experiment, the dianion precursor was dissolved in methanol (10-4 M) and injected through the electrospray interface at flow rates ranging from 3 to 5 muL/min. The neutral reagents were mixed into the buffer gas by injecting a constant flow of reagent (20-400 muL/h) into a measured flow of helium (1000-1500 mL/min). Reactions were monitored as a function of time at various flow rates (pressures) of the reagent and branching ratios were determined. Time delays and reagent flows were adjusted to obtain plots that covered two to three half-lives of the reactant ion. Reported rate constants were measured at three different reagent flow rates and at least nine kinetic runs were collected on 2 or more days (>18 runs). In the past, we have shown that the ion trap gives reactivity at near ambient temperature [18]. All the arene reagents were obtained from commercial sources.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,4-bis(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Eanes, Allison D.; Noin, Diogo O.; Kebede, Maheteme K.; Gronert, Scott; Journal of the American Society for Mass Spectrometry; vol. 25; 1; (2014); p. 10 – 17;,
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50548-45-3, A common compound: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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.

In a 500-mL round-bottom flask reactor, 1-bromodibenzofuran (20.0 g, 81 mmol), bis(pinacolato)diboron (26.7 g, 105 mmol), [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium (1.3 g, 0.002 mol), potassium acetate (19.9 g, 202 mmol), and 1,4-dioxane (200 ml) were stirred together for 10 hrs under reflux. Concentration in a vacuum was followed by column chromatographic purification. Recrystallization in dichloromethane and heptane afforded (17.0 g, 70%).

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-Bromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO., LTD.; CHA, Soon-Wook; YOO, Jung-Ho; KIM, Ji-Hwan; PARK, Sang-Woo; SHIN, Yoona; LIM, Jea-Geon; (71 pag.)US2018/319776; (2018); A1;,
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Some common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, molecular formula is C8H8BrF, 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. 25017-13-4

Example 37; 2-[2-(3-Fluorophenyl)ethyl]-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1- dioxide 2-?ert-Butyl-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1-dioxide (Example 1) (0.150g, 0.36mmol) was dissolved in TFA (3 ml) and heated in a microwave reactor at 1200C for 20 mins. The solvent was evaporated and the crude product was reevaporated from DCM (2×5 ml). The crude product, potassium carbonate (0.251g, 1.82mmol) and 3- fluorophenethylbromide (0.22 Ig, 1.09mmol) was dissolved in dry MeCN (3 ml) and heated at in a microwave reactor 1400C for 10 mins. The reaction mixture was purified by silica gel column chromatography using a 85: 15 mixture of heptane and EtOAc as eluant, to give the title compound (0.113g, 65%). 1H NMR (500 MHz, CDCl3): delta 7.55-7.41 (m, 5H), 7.34-7.25 (m, 3H), 7.23-7.17 (m, IH), 7.14-7.01 (m, 4H), 7.00-6.93 (m, IH), 5.28-5.19 (m, IH), 3.98- 3.90 (m, 2H), 3.18-3.10 (m, 2H), 2.91-2.83 (m, 2H), 2.50-2.43 (m, 2H), 1.44-1.36 (m, 4H); EPO 13C NMR (125 MHz, CDCl3): delta 164.1, 162.2, 159.1, 141.7, 140.3, 140.2, 135.6, 131.8, 130.4, 130.3, 130.0, 128.9, 128.6, 128.5, 126.2, 125.0, 124.8, 116.2, 116.0, 114.1, 113.9, 107.0, 44.2, 41.1, 35.4, 34.4, 29.2, 28.3; Mass Spectrum: M-H+ 479.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-3-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2006/73366; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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

Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL,] Aldrich) in [N, N-DIMETHYLFORMAMIDE] (95 [ML)] at [0C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] ml) and brine (300 [ML),] dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g). [‘H-NMR (300MHZ, CDC13)] : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: [M/Z TS+] 266 [[M+H] +]

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, 1,3-Dibromo-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.,; WO2004/29042; (2004); A1;,
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16518-62-0, Adding a certain compound to certain chemical reactions, such as: 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, 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 16518-62-0.

In a two-necked 200 mL round-bottom flask, Mg turnings (5.30 g, 216 mmol, 10.0 equiv) were flame-dried under vacuum. Upon cooling to room temperature, THF (55 mL), 3-bromo-N,N-dimethylaniline (6.50 g, 32.4 mmol, 1.50 equiv) as a solution in THF (55 mL) and a crystal of I2were added. The flask was fitted with a reflux condenser and the solution vigorously stirred. Once the resulting exotherm had subsided, the reaction mixture was heated to reflux (70 ¡ãC) for 1 h. This Grignard reagent was then allowed to cool to room temperature and added to a cooled solution of 2-bromobenzaldehyde (4.00 g, 21.6 mmol, 1.00 equiv) in THF (32 mL) at 0 ¡ãC via cannula over 10 min. The reaction mixture was then allowed to reach room temperature and stirred for 12 h and quenched with sat. aq. NH4Cl (75 mL). The aqueous phase was then extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under reduced pressure. Flash chromatography on silica (1percent to 5percent EtOAc in hexanes) provided the desired (2-bromophenyl)(3- (dimethylamino)phenyl)methanol (S8) (6.36 g, 20.8 mmol, 96percent yield) a yellow viscous oil: Rf0.4 (20percent EtOAc in hexanes);1H NMR (500 MHz, CDCl3) delta 7.59 (dd, J = 7.7, 1.6 Hz, 1 H), 7.53 (dd, J = 7.9, 1.1 Hz, 1 H), 7.33 (td, J = 7.5, 1.0 Hz, 1 H), 7.20 (t, J = 7.9, 1 H), 7.13 (td, J = 7.7, 1.6 Hz, 1 H), 6.84 (bs, 1 H), 6.72 (d, J = 7.5, 1 H), 6.66 (dd, J = 8.2, 2.2 Hz, 1 H), 6.16 (s, 1 H), 2.93 (s, 6 H), 2.38 (bs, 1 H);13C NMR (125 MHz, CDCl3) delta 150.8, 143.3, 142.9, 132.9, 129.3, 129.1, 128.7, 127.8, 123.1, 115.3, 112.2, 111.4, 75.3, 40.8; IR (neat) 3392 (bs), 2917 (s), 2848 (s), 1604 (s), 1498 (s), 1437 (s), 1353 (s), 1018 (m), 996 (s), 744 (s) cm?1; HRMS (ES+) m/z calculated for C15H17NOBr [M+H]+306.0494, found 306.0492.

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, 3-Bromo-N,N-dimethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HOYE, Adam, T.; KIM, Won-suk; MARTINEZ-SOLORIO, Dionicio; SMITH, Amos, B. III; TONG, Rongbiao; NGUYEN, Minh, Huu; SANCHEZ, Luis; MELILLO, Bruno; (79 pag.)WO2016/11231; (2016); A1;,
Bromide – Wikipedia,
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A common compound: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. 327-52-6

EXAMPLE H 3-Bromo-2,5,6-trifluorobenzaldehyde To a solution of 1-bromo-2,4,5-trifluoro benzene (25 g, 0.12 mol) in THF (200 mL) at -78 C. was added LDA (80 mL, 1.5 M) dropwise. The mixture was stirred at -78 C. for 1 hour, then N-formylpiperidine (16 g, 0.144 mol) was added in one portion and stirring continued for 2 hours. An additional 15 g of N-formylpiperidine was then added every 0.5 hour in 5 g portions. The reaction was quenched with 3N HCl (pH 3) at -78 C. The reaction was warmed to 0 C. and partitioned between H2 O and ether. The ether layer was dried and concentrated and the residue was distilled to provide 13 g (45%) of the desired aldehyde; bp 63-65 C. (0.2 mm).

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, 327-52-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US5047538; (1991); A;,
Bromide – Wikipedia,
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608-30-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 608-30-0, name is 2,6-Dibromoaniline, A new synthetic method of this compound is introduced below.

4-tert-Butylphenylboronic acid (4.81 g, 27.0 mmol) dissolved in ethanol (18 mL) and 2 M Na2CO3 (36 mL, 72 mmol) were added to a solution of 2,6-dibromoaniline (2.258 g, 9.0 mmol) in toluene (90 mL). To this solution, Pd(PPh3)4 (1.26 g, 1.0 mmol) was added. The mixture was heated to reflux for 72 h. After cooling to room temperature, the mixture was filtered and an excess of aqueous HCl was slowly added to the filtrate until no more white solid precipitated. The residue was suspended in diethyl ether after filtration and then an excess of 2 M Na2CO3 was slowly added until the solid was totally dissolved. The organic layer was dried over Na2SO4 and then the solvent was evaporated to give white solid (1.80 g, yield 56%). 1H NMR (500 MHz, CDCl3, delta in ppm): 7.47-7.52 (m, 8H, Ar-Hm), 7.15 (d, 2H, Ar-Ho), 6.89 (t, 1H, Ar-Hp), 3.95 (s,2H, NH2), 1.40 (s, 18H, CH3).

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:
Article; Pan, Huijie; Zhu, Liang; Li, Jiewei; Zang, Dandan; Fu, Zhisheng; Fan, Zhiqiang; Journal of Molecular Catalysis A: Chemical; vol. 390; (2014); p. 76 – 82;,
Bromide – Wikipedia,
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452-92-6, 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 452-92-6 as follows.

5-bromo-2,4-difluoroaniline (500 mg, 2.40 mmol), methyl 3-methyl-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)benzoate (BSfTERMEDIATE 16, 797 mg, 2.88 mmol), sodium carbonate (2.40 mL, aq., 2M, 2.88 mrnol), l,l’-bis(diphenylphosphino) ferrocene-palladium dichloride dichloromethane adduct (196 mg, 0.24 mmol) and ethanol (15 ml) were heated in an 80 0C oil bath for 3 hours then allowed to cool to ambient overnight. Volatiles were removed under reduced pressure. The pot residue was worked up w/DCM /brine/Na2Sthetayfltratio:n/concentration to afford a dark oil. The resulting oil was purified by flash chromatography (SiO2, Biotage 40+M cartridge). The column was eluted by a 0% to 40% EtOAc/hexa?es gradient mixture. Related fractions were pooled and concentrated in vacuo to afford the title compound. LCMS (ESI) calc. = 277.09; found = 278.03 (M+l)+.; Step A methyl 5′-amino-2′,4′-difluoro-2-methylbiphenyl-4-carboxyIate5-bromo-2,4-difluoroaniline (500 mg, 2.40 mmol), methyl 3-methyl-4-(4,4,5,5-tetrarnethyl-l,3,2- dioxaborolan-2-yl)benzoate (INTERMEDIATE 16, 797 mg, 2.88 mmol), sodium carbonate (2.40 mL, aq., 2M, 2.88 mmol), l,r-bis(diphenylphosphino) ferrocene-palladium dichloride dichloromethane adduct (196 mg, 0.24 mmol) and ethanol (15 ml) were heated in an 80 0C oil bath for 3 hours then allowed to cool to ambient overnight. Volatiles were removed under reduced pressure. The pot residue was worked up w/DCM /brine/Na2SCVfltration/concentration to afford a dark oil. The resulting oil was purified by flash chromatography (SiO2, Biotage 40+M cartridge). The column was eluted by a 0% to 40% EtOAc/hexanes gradient mixture. Related fractions were pooled and concentrated in vacuo to afford the title compound. LCMS (ESI) calc. = 277.09; found = 278.03 (M+l)+.

According to the analysis of related databases, 5-Bromo-2,4-difluoroaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2007/79186; (2007); A2;,
Bromide – Wikipedia,
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16518-62-0, 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. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Boronic acid, aryl halide, Pd(dppf)Cl2*DCM, CsF, and dry dimethoxyethane (DME) were introduced in a 100 mL shlenk tube. The reaction mixture was flushed three times by vacuum/argon andstirred at 80 ¡ãC overnight. The reaction mixture was filtered through celite and rinsed with EtOAc. The solvent was removed under vacuum and the residue was purified by flash column chromatography (EtOAc-hexane).

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Reference:
Article; Roy, Pierre-Philippe; D’Souza, Kenneth; Cuperlovic-Culf, Miroslava; Kienesberger, Petra C.; Touaibia, Mohamed; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 290 – 298;,
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