Category: 10546-67-5

Application of 10546-67-5,Some common heterocyclic compound, 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, molecular formula is C10H13Br2N, 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.

To a stirring solution of 2,6-dibromo-4-tert-butylaniline in 115 mL of EtOH was added 11.5 mL of concentrated H2SO4. To the stirring solution at 90 0C was added 8.8 g of NaNO2 in several portions. After 37 h, EtOAc and 120 mL of H2O were added, and the layers separated. The organic layer was washed with 40 mL of brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (hexanes) provided 8.15 g of l,3-dibromo-5-tert-butylbenzene as a yellow-brown oil with some impurity.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dibromo-4-(tert-butyl)aniline, its application will become more common.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 10546-67-5, These common heterocyclic compound, 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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.

Take 3g of 2,6-dibromo-4-tert-butylaniline, 80mg of PdCl2(PPh3)2, 40mg of CuI, add 100mL of triethylamine, under argon protection, then slowly add 840mg of 2-methyl-3- Butyn-2-ol was stirred at 50 C for 60 hours. After the solution was cooled to room temperature, ethyl acetate was added to the reaction mixture, which was filtered. Then, it was extracted with dichloromethane and water, and the solvent was evaporated from dichloromethane.4-(2-Amino-3-bromo-5-(tert-butyl)phenyl)-2-methylbut-3-yn-2-ol(Compound of the formula (III)).

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanxi Datong University; Yuan Yuehua; Zhu Yongjun; Tian Maozhong; Chen Zezhong; Qin Jun; Feng Feng; (15 pag.)CN109810019; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10546-67-5, 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. 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixtureof 500 mL of 96 % ethanol and 133 mL of 98 % H2SO4, 26.14g (89.2 mol) of 2,6-dibromo-4-isopropylaniline (S12n) was added withvigorous stirring at -5 C over 15 min. Then, 16.864 g of NaNO2 wasadded at this temperature over 1 h, and the resulting mixture was stirred at 80C overnight. Then, ice water was added to the reaction system and the organicproduct was extracted with 4 × 400 ml of dichloromethane. The combined extractwas dried over Na2SO4 and evaporated to get compound1,3-dibromo-5-isopropylbenzene (15.7 g, 63 %).

The synthetic route of 2,6-Dibromo-4-(tert-butyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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 10546-67-5, Recommanded Product: 2,6-Dibromo-4-(tert-butyl)aniline

41.0 g (133.54 mol) of Intermediate 14, 22.7 g (133.54 mol) of 2-methoxybenzoyl chloride and 500 mL of THF were added and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. And solidified with diisopropyl ether (IPE) to obtain 38.2 g (yield: 64.8%) of a white solid compound (Intermediate (15)).

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; Samsung Display Co., Ltd.; Raepto Co., Ltd.; Cho Hwan-hui; Bae Seong-su; Oh Yu-jin; Kim Gyu-ri; Jeong Hye-in; Han Gap-jong; Kim Nam-ho; Kim Hye-jeong; (64 pag.)KR2019/25788; (2019); A;,
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. 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 10546-67-5

General procedure: To a mixtureof 500 mL of 96 % ethanol and 133 mL of 98 % H2SO4, 26.14g (89.2 mol) of 2,6-dibromo-4-isopropylaniline (S12n) was added withvigorous stirring at -5 C over 15 min. Then, 16.864 g of NaNO2 wasadded at this temperature over 1 h, and the resulting mixture was stirred at 80C overnight. Then, ice water was added to the reaction system and the organicproduct was extracted with 4 × 400 ml of dichloromethane. The combined extractwas dried over Na2SO4 and evaporated to get compound1,3-dibromo-5-isopropylbenzene (15.7 g, 63 %).

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; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Bromide – Wikipedia,
bromide – Wiktionary

10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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: C10H13Br2N

Example 2.1 : (0854) Preparation of N-(2,6-dibromo-4-(tert-butyl)phenyl)phthalamide (0855) A mixture of phthalic anhydride (5.00 g, 33.76 mmol) and 2,6-dibromo-4-tert-butyl aniline (12.44 g, 40.51 mmol) was dissolved in 50 mL of acetic acid and refluxed for 12 h. The reaction was monitored by TLC (petroleum ether/ethyl acetate, 5/1 ), upon completion the solvent was evaporated under reduced pressure and the residue was recrystallized from methanol to give the desired product as colorless well-defined crystalls. Yield 1 1 .60 g (78%). (0856) 1H NMR (300 M Hz, CDCI3, 298K) delta 1 .34 (s, 9H), 7.67 (s, 2H), 7.83 (dd, J = 5.5, 3.1 Hz, 2H), 8.00 (dd, J = 5.5, 3.1 Hz, 2H). (0857) 13C NMR (75 MHz, CDCI3, 298K) delta 31.14 (3C, CH3), 35.35 (1 C, C-CH3), 124.26, 124.64, 129.99, 131 .97, 134.69, 156.20, 165.97 (2C, C=0). (0858) FD mass spectrum (8 kV): m/z (%): calculated: 437.13; found: 437.20 (100) [M]+.

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E. V.; BASF (CHINA) COMPANY LIMITED; GESSNER, Thomas; REICHELT, Helmut; WEITZ, Thomas; EUSTACHI, Michael; JAeNSCH, Daniel; CHEN, Long; SKABEEV, Artem Nikolaevich; MUeLLEN, Klaus; REICHERT, Hans; WO2015/125125; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10546-67-5, 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. 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The aniline (75 g, 67 mol) was dissolved in DMF (37 mL), NBS added (25 grams; 142 mrnol) and the solution stirred at RT overnight. The solution was diluted with aqueous NaOH (I N, 370 mL) followed by aqueous/EtOAc work-up to afford the titled compound. The crude oil was dissolved in DMF (24 mL), added dropwise to a 70 0C solution of isoamyl nitrite (1 1.8 g, 101 mmol) in DMF (24 mL) and stirred for 30 minutes. The solution was cooled to RT, diluted with water (700 mL), acidified with AcOH, followed by aqueous/EtOAc work-up and silica gel chromatography (hexanes, neat) to afford the titled compound.

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, 2,6-Dibromo-4-(tert-butyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/64553; (2007); A2;,
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. 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., Formula: C10H13Br2N

To a stirring solution of 2,6-dibromo-4-tert-butylaniline in 115 mL of EtOH was added 11.5 mL of concentrated H2SO4. To the stirring solution at 90 0C was added 8.8 g of NaNO2 in several portions. After 37 h, EtOAc and 120 mL of H2O were added, and the layers separated. The organic layer was washed with 40 mL of brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (hexanes) provided 8.15 g of l,3-dibromo-5-tert-butylbenzene as a yellow-brown oil with some impurity.

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary