Category: 55289-36-6

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

Intermediate 33D: N-(3-Bromo-2-methylphenyl)-2-(3-chloropyridin-2-yl)acetamide A mixture of sodium 2-(3-chloropyridin-2-yl)acetate (7.39 g, 38 mmol), 3-bromo-2-methylaniline (4.7 mL, 38.4 mmol), DIEA (13.3 mL, 76 mmol) and HATU (14.6 g, 38.4 mmol) in DMF (127 mL) was stirred at room temperature. After 90 min the mixture was diluted with EtOAc and washed twice with 10% LiCl, then with brine. The combined aqueous layers were extracted with EtOAc, and the combined organic phases were dried and concentrated to a small volume. The solution was seeded with a crystal from an earlier batch and allowed to stand overnight to provide a precipitate which was collected by filtration and washed with 50% EtOAc-hexanes to provide a white solid. The filtrate was concentrated and recrystallized similarly three times to provide additional solid. The solids were combined to give N-(3-bromo-2-methylphenyl)-2-(3-chloropyridin-2-yl)acetamide as a white solid (11.43 g, 89% yield). Mass spectrum m/z 339, 341 (M+H)+. 1H NMR (400 MHz, chloroform-d) delta 9.76 (br. s., 1H), 8.52 (d, J=3.5 Hz, 1H), 7.92 (d, J=7.9 Hz, 1H), 7.80 (dd, J=8.1, 1.1 Hz, 1H), 7.36 (d, J=7.9 Hz, 1H), 7.32-7.23 (m, 1H), 7.06 (t, J=8.0 Hz, 1H), 4.16 (s, 2H), 2.39 (s, 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 55289-36-6.

Reference:
Patent; Batt, Douglas G.; Bertrand, Myra Beaudoin; Delucca, George; Galella, Michael A.; Ko, Soo Sung; Langevine, Charles M.; Liu, Qingjie; Shi, Qing; Srivastava, Anurag S.; Tino, Joseph A.; Watterson, Scott Hunter; US2014/378475; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, 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. 55289-36-6, name is 3-Bromo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 7g1 (Alfa, 10 g, 54 mmol) in a mixture of concentrated sulfuric acid (130 mL), water (125 mL), and crushed ice (90 g) is stirred in an ice bath. Sodium nitrite solution in water (26 mL) is added dropwise while maintaining the temperature between 0 and 5C. After the addition is complete, the mixture is stirred for 30 min at the same temperature. The mixture is poured into heated (120C) sulfuric acid (100 mL) and water (75 mL) and the heating is continued for 20 min. The cooled reaction mixture is extracted with Et20. The combined extracts are washed with water, brine, dried over MgS04, filtered and concentrated under vacuum to give compound 7g2.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SIMONEAU, Bruno; DEROY, Patrick; FADER, Lee; FAUCHER, Anne-Marie; GAGNON, Alexandre; GRAND-MAITRE, Chantal; KAWAI, Steven; LANDRY, Serge; MERCIER, Jean-Francois; RANCOURT, Jean; WO2011/100838; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, The chemical industry reduces the impact on the environment during synthesis 55289-36-6, name is 3-Bromo-2-methylaniline, I believe this compound will play a more active role in future production and life.

To anhydrous dichloromethane Compound h (410mg, 2.20mmol), Compound f (409mg, 2.20mmol) and DIPEA(380mL, 2.20mmol) was added at 0C, and the resultant was stirred for 1 hour. Reaction was quenched with addtion ofwater and extraction was performed with dichloromethane. The organic phase was washed with a saturated sodiumchloride solution once. The organic phase was dried over anhydrous magnesium sulfate. After filtration, the filtrate wasconcentrated and subjected to column chromatography to give Compound i (696mg, 2.09mmol) at a yield of 96%.

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

Reference:
Patent; Hefei Institutes of Physical Sicence, Chinese Academy of Sciences; LIU, Jing; LIU, Qingsong; LIANG, Qianmao; CHEN, Yongfei; CHEN, Cheng; WANG, Aoli; WU, Hong; YU, Kailin; WANG, Wei; HU, Chen; WANG, Wenchao; QI, Shuang; WANG, Beilei; WANG, Li; (78 pag.)EP3412657; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-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.

Reference Production Example 8 (0631) A mixture of 25.0 g of 1-bromo-2-methyl-3-aminobenzene, 60.0 g of triphosgene, and 400 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 30.3 g of 1-bromo-3-isocyanato-2-methylbenzene (referred to as 8A). (0632) 1H-NMR (CDCl3) delta(ppm): 2.42 (3H, s), 7.00 (1H, dt, J=0.5, 8.0 Hz), 7.05 (1H, dd, J=1.7, 8.0 Hz), 7.39 (1H, dd, 1.5, 7.7 Hz).

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 55289-36-6.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SHIODA, Takayuki; ARIMORI, Sadayuki; (149 pag.)US2016/159755; (2016); A1;,
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

55289-36-6, The chemical industry reduces the impact on the environment during synthesis 55289-36-6, name is 3-Bromo-2-methylaniline, I believe this compound will play a more active role in future production and life.

31 mL of 1N sulfuric acid aqueous solution was added to 3-bromo-2-methylaniline (4.04 g, 21.7 mmol), andthe mixture was cooled to 0C. Sodium nitrite (6.0 M aqueous solution, 4.3 mL) was slowly added thereto. After 15minutes, 10 mL of sulfuric acid was added thereto, and the mixture was stirred for 1 hour under reflux. The reactionsolution was cooled to room temperature. After addition of water, the reaction solution was extracted with Et2O. Theorganic layer was dried with anhydrous magnesium sulfate and purified by column chromatography to obtain the titlecompound (2.34 g, 58 %).1H-NMR (CDCl3) delta 7.14 (1H, d), 6.92 (1H, t), 6.71 (1H, d), 4.83 (1H, brs), 2.34 (3H, s)

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

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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. 55289-36-6.

Example lOld Methyl 3-((3-Bromo-2-methylphenylamino)methyl)-5-ieri- xylate lOldA 250-mL single-necked round-bottomed flask equipped with a magnetic stirrer was purged with nitrogen and charged with 101c (1.09 g, 4.68 mmol), 3-bromo-2-methyl-aniline (2.61 g, 14.0 mmol) and acetonitrile (25 mL). Cesium carbonate (1.67 g, 5.15 mmol) was added and the mixture was stirred at room temperature for 16 h. The reaction mixture was then concentrated under reduced pressure. Purification of the resulting residue by column chromatography afforded a 70% yield (1.30 g) of lOld as a yellow oil: ]H NMR (300 MHz, CDCI3) delta 6.92 (m, 2H), 6.85 (s, 1H), 6.57 (dd, 1H, / = 4.8, 2.1 Hz), 4.60 (s, 2H), 3.86 (s, 3H), 2.29 (s, 3H), 1.37 (s, 9H); MS (ESI+) mJz 396.2 (M+H).

The synthetic route of 3-Bromo-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy, B.; WO2012/30990; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary