Category: 16518-62-0

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. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Bromo-N,N-dimethylaniline

TO A MIXTURE OF] [PALLADIUM (II)] acetate (3 mg, 5 [MOLpercent),] [2-DICYCLOHEXYLPHOSPHINO-2APOS;- (N,] N- dimethylamino) biphenyl (10 mg, 5 molpercent) and lithium bis (trimethylsilyl) amide (0.55 mL, 0.55 mmol, 1.1 equiv, 1.0 M solution in tetrahydrofuran) in toluene (0.5 mL) under nitrogen at-10 [¡ãC,] was added a solution of [3- [5- (3, 4-DICHLORO-] [PHENYL)-1-(2, 4-DICHLORO-PHENYL)-1H-PYRAZOL-3-YL]-PROPIONIC] acid tert-butyl ester (243 mg, 0.50 mmol, 1.0 equiv) in toluene (1.0 mL). This mixture was stirred at [- 10 ¡ãC] for 10 min, then (3-bromo-phenyl)-dimethyl-amine (42 mg, 0.21 mmol, 0.45 equiv) in toluene (0.5 mL) was added. The resulting solution was allowed to warm to room temperature then was heated to 80 [¡ãC] for 3 h. The reaction mixture was cooled to room temperature, and the reaction was quenched with satd aq ammonium chloride (1.0 mL). Water (10.0 mL) was added, and the resulting mixture was extracted with diethyl ether (2 x 10 mL). The combined extracts were washed with brine (10 mL), dried [(NA2SO4),] and concentrated under reduced pressure. The crude material was purified by reversed-phase HPLC to afford the desired aryl acetic acid ester (20 mg, 16percent). MS [(ESI)] : mass [CALCULATED FOR C30H29CI4N302,] 603.10 ; [M/Z] found, 604.1 [M+H] [+.]

The synthetic route of 16518-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/7463; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 16518-62-0, 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. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred mixture of FeCl36H2O (270.3 mg, 1.0 mmol) and2.0 mL toluene was added aniline 1 (0.4 mmol) at room temperature.The reaction mixture was stirred at 85 C for 2 h in atmosphere.After it was cooled to room temperature, the reactionmixture was quenched by aqueous ammonia solution (mass fraction:25e28percent, 10 mL) and extracted with dichloromethane (10 mLper time) until no product was observed in the extract, monitoredby TLC. The organic layer was dried over anhydrous MgSO4, filtered,and concentrated under reduced pressure to give crude product,which was chromatographed on silica gel column using 1:100 to1:70 (v/v) EtOAc/petroleum ether solutions as eluent to affordisolated product 2.

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:
Article; Pan, Jing; Li, Jiaqiang; Huang, Ruofeng; Zhang, Xiaohui; Shen, Hang; Xiong, Yan; Zhu, Xiangming; Tetrahedron; vol. 71; 33; (2015); p. 5341 – 5346;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 16518-62-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16518-62-0 name is 3-Bromo-N,N-dimethylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 2 Preparation of 1-(4-chlorobenzyl)-3-dimethyl-amino-6-(3-fluoro-4-isopropoxyphenylamino)benzene (I-123) To a mixture of 3-bromo-1-dimethyl-aminobenzene (0.3 g, 1.5 mmol) and THF (3 mL) were added 4-chlorobenzyl zinc chloride (0.5 M THF solution, 6 mL, 3 mmol), triphenylphosphine (39.3 mg, 0.15 mmol) and palladium acetate (II) (17 mg, 0.08 mmol), and the resulting mixture was heated at reflux for 2 hours. To the reaction mixture was added water (200 mL), and the resulting mixture was extracted with ethyl acetate (200 mL). The extract was washed by brine (100 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl-3-dimethyl-aminobenzene (0.32 g, Yield: 87percent) as colorless oil. 1H-NMR, (delta ppm TMS/CDCl3): 2.89 (6H, s), 3.87 (2H, s), 6.48-6.59 (4H, m), 7.08-7.22 (4H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-N,N-dimethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; Kai, Hiroyuki; Endoh, Takeshi; Jikihara, Sae; Horiguchi, Tohru; US9212130; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-N,N-dimethylaniline

a) Synthesis of2-(bis(3-(dimethylamino)phenyl)(hydroxy)methyl)phenol Phenyllithium (2 M in cyclohexane, 9.86 mL, 19.7 mmol) was added during 15 min to a solution of methyl salicylate (3.00 g, 19.7 mmol) in tetrahydrofuran (THF, 20 mL) at -78¡ãC. After stirring for 5 min at -78¡ãC, the reaction mixture was transferred during 20 min to a Grignard reagent prepared from 3-bromo-N,N-dimethylaniline (7.89 g, 39.4 mmol) and magnesium turnings (1.15 g, 47.3 mmol) in THF (ca. l lO mL), which was maintained at 0¡ãC during the addition. The reaction mixture was left warming to room temperature. After stirring at room temperature for 24 h, the reaction mixture was decanted and quenched with a saturated solution of ammonium chloride (ca. 200 mL). Extraction with ethyl acetate, drying (Na2S04) and concentrating gave 7.97 g of the crude product. Column chromatography (Si02, heptane/ethyl acetate 3: 1) finally yielded 2.15 g (30percent) of the target compound. 1H-NMR: 7.20-7.12 (m, 3 H), 6.88-6.84 (m, 1 H), 6.74-6.70 (m, 1 H), 6.70-6.65 (m, 4 H), 6.64-6.60 (m, 1 H), 6.53-6.48 (m, 2 H), 3.70 (br. s, 1 H), 2.84 (s, 12 H). 13C-NMR: 156.25, 150.35, 145.92, 130.37, 130.18, 129.23, 128.60, 118.77, 117.30, 116.58, 112.36, 112.01, 85.01, 40.59.

The synthetic route of 16518-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FIRMENICH SA; HERRMANN, Andreas; (36 pag.)WO2016/116420; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

16518-62-0, These common heterocyclic compound, 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, 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.

General procedure: A mixture of N,N-dimethylaniline 1 (2.0 mmol), indole 2 (1.0mmol), K2S2O8 (1.5 equiv), and CH3CN (3 mL) was taken in aflask and stirred at r.t. for 2?4 h (Scheme 2). After completion ofthe reaction (monitored by TLC), water (5 mL) was added andthe mixture was extracted with ethyl acetate (3 ¡Á 5 mL). Thecombined organic phase was dried over anhydrous Na2SO4, filtered,and evaporated under reduced pressure. The resultingcrude product was purified by silica gel chromatography using amixture of hexane/ethyl acetate (4:1) as eluent to afford an analyticallypure sample of product 3.

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 16518-62-0.

Reference:
Article; Singh, Manjula; Yadav, Arvind K.; Yadav, Lal Dhar S.; Singh, Rana Krishna Pal; Synlett; vol. 29; 17; (2018); p. 2306 – 2310;,
Bromide – Wikipedia,
bromide – Wiktionary

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16518-62-0 name is 3-Bromo-N,N-dimethylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 16518-62-0

N,N-dially-3-bromobenzene amine (10.0 g, 39.8 mmol) and N,N-dimethyl-3-bromobenzene amine (2.73 g, 13.6 mmol) were dissolved in acetic acid (150 mL), a 37percent formaldehyde solution (10.9 g, 363 mmol) was added, and the system was heated for 60 minutes at 80¡ãC. The system was cooled to room temperature and subsequently neutralized with a saturated aqueous solution of NaOH, and the precipitates were dissolved in H2O. The resulting mixture was extracted using dichloromethane and washed using a saline solution. The organic layer was dried using Na2SO4, the solvent was removed, and the residue was thereafter refined using column chromatography (silica gel, 1/30 ethyl acetate/hexane) to obtain 4-(2-bromo-4-(dimethylamino)benzyl)-N,N-diallyl-3-bromobenzene amine (3.67 g, 7.91 mmol, yield: 58percent).1H-NMR (300.40 MHz, CDCl3) : delta2.93 (s, 6H), 3.87 (d, 4H, J = 4.2 Hz), 3.98 (s, 2H), 5.13-5.19 (m, 4H), 5.73-5.88 (m, 2H), 6.53 (dd, 1H, J = 1.5 Hz, 8.7 Hz), 6.58 (dd, 1H, J = 1.5 Hz, 8.7 Hz), 6.79 (d, 1H, J = 9.0 Hz), 6.86 (d, 1H, J = 8.7 Hz), 6.90 (d, 1H, J = 1.5 Hz), 6.93 (d, 1H, J = 1.5 Hz). 13C-NMR (75.45 MHz, CDCl3): delta39.8, 40.5, 52.7, 111.7, 111.8, 116.0, 116.2, 125.5, 125.6, 126.9, 127.1, 130.7, 130.8, 133.5, 148.1, 150.0LRMS (ESI+): 465 for [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-N,N-dimethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; The University of Tokyo; NAGANO Tetsuo; HANAOKA Kenjiro; EGAWA Takahiro; KUSHIDA Yu; NUMASAWA Koji; MYOCHIN Takuya; PIAO Wen; EP2942352; (2015); 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

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).

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:
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;,
Bromide – Wikipedia,
bromide – Wiktionary