Month: November 2020

556-96-7, 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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

N-Hexyl-3,5-dimethylaniline (, entry 1) Using the general procedure, 5-bromo-m-xylene (136 muL, 1.0 mmol) was coupled with n-hexylamine (198 muL, 1.5 mmol). Purification of the crude product by column chromatography on silica gel using hexane/ethyl acetate (20:1) as eluent afforded the desired product as a colorless oil (185 mg, 90% yield).

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Reference:
Patent; Buchwald, Stephen L.; Klapars, Artis; Antilla, Jon C.; Job, Gabriel E.; Wolter, Martina; Kwong, Fuk Y.; Nordmann, Gero; Hennessy, Edward J.; US2003/65187; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

5433-01-2, 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1 (15mg, 0.079mmol), 2 (30mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for 6h. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 220 (5mg, yield: 20.8%). LCMS: m/z, 309.1 (M+H)+; 1HNMR:(d-CDCl3 (400MHz): delta 8.54~8.55(m, 1H), 7.61~7.65(m, 1H), 7.44(d, J=7.6, 1H), 7.21~7.24(m, 1H), 7.12(t, J=5.8, 1H), 6.56(d, J=7.6, 1H), 6.32~6.36(m, 2H), 3.84(s, 1H), 3.77(s, 1H), 3.45~3.53(m, 2H), 2.75~2.82(m, 1H), 2.56~2.66(m, 1H), 2.37~2.53(m, 1H), 1.19(d, J=4.8,6H).

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Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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,
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;,
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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., 10016-52-1

30.0 g (92.03 mmol) of 2,8-dibromodibenzo [b, d] furan, 25.1 g (184.06 mmol) of 1- (3-hydroxyphenyl) ethanone in a 500 mL reactor,1.8 g (9.20 mmol) of iodo copper,1,10-phenanthroline 3.3 g (18.41 mmol),Add 38.2 g (276.09 mmol) of anhydrous potassium carbonate, add 400 ml of N, N-dimethylformamide and stir at reflux for 24 hours under a nitrogen atmosphere.After completion of the reaction, extracted with ethyl acetate, distilled water,Filtered by anhydrous magnesium sulfate,Purified by silica gel chromatography, 20.9 g (52% yield) of an intermediate compound [2-1] as an off-white solid were prepared

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; Teuri L Co., Ltd.; Kang Ji-seung; Moon Bong-seok; Jin Seong-min; Hong Won-gi; Ha Min-su; Lee Gyu-seong; Jin Sang-jun; Park No-gil; Lee Hyeon-u; Byun U-geun; (50 pag.)KR2019/139404; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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

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;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, Adding a certain compound to certain chemical reactions, such as: 55289-36-6, name is 3-Bromo-2-methylaniline, 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 55289-36-6.

The mixture of 25.0g of 1-bromo-2-methyl-3-amino benzene and 60.0g of triphosgene 400mL of toluene was heated under reflux for 3 hours with stirring. The cooled reaction mixture was concentrated under reduced pressure to give 30.3g of 1-bromo-3-methyl-2-phenyl isocyanate.

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

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Hou, Zenghua; Gao, Quiaohuangshu; (253 pag.)CN105408322; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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;,
Bromide – Wikipedia,
bromide – Wiktionary