Category: 366-49-4

Reference of 366-49-4, 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. 366-49-4, name is 2-Acetamido-4-fluorotoluene belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

j0622] To a stirred solution of N-(S-fluoro-2-methylphe- nyl)acetamide (28 g, i67 mmol) in acetic acid (150 mE) was added bromine (9.6 mE, i86 mmol) at iO C. The reaction mixture was stirred for i 2 h at room temperature, after completion of reaction (monitored by TEC), solid separated was filtered and dried under reduced pressure. The crude product was used in next step without thrther purification to afford N-(4-bromo-S-fluoro-2-methylphenyl)acetamide (40 g, 97%)

The synthetic route of 2-Acetamido-4-fluorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 366-49-4, name is 2-Acetamido-4-fluorotoluene, 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. Application In Synthesis of 2-Acetamido-4-fluorotoluene

To a stirred solution of DMF (3 mL) at 00C was added phosphorus oxychloride (12 mL, 126 mmol) over 30 minutes, keeping the internal temperature below 7C. N-(5- Fluoro-2-methylphenyl)acetamide (2 g, 12 mmol) was added to the solution and heated to 85C overnight. The reaction was cooled to room temperature and added dropwise to water (50 mL). The precipitate was collected by filtration, washed with water and dried in the vacuum oven to give the title compound (274 mg, 10%) as a yellow solid. 5H (CDCl3) 10.58 (s, IH), 9.01 (s, IH), 7.60-7.70 (m, IH), 7.15-7.25 (m, IH), 2.75 (s, 3H).

The synthetic route of 2-Acetamido-4-fluorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2009/81105; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

366-49-4, name is 2-Acetamido-4-fluorotoluene, belongs to amides-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. Product Details of 366-49-4

A solution of 5-fluoro-2-methylaniline (25 g, 200 mmol) in toluene (250 mL) was treated with Ac2O (25 mL, 226 mmol) and heated at reflux for 1 h. The reaction mixture was concentrated in vacuo when a colorless solid precipitated out which was filtered and washed with ether and hexanes. The colorless solid was taken in acetic acide (150 mL) and treated with a solution of Br2 (9.6 mL, 186 mmol) in acetic acid (20 mL) and stirred at rt for 12 h. The reaction mixture was diluted with water when a colorless solid 17 (40 g, 81.6%) precipitated out. It was filtered and extensively washed.

The synthetic route of 366-49-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkatraman, Srikanth; Velazquez, Francisco; Gavalas, Stephen; Wu, Wanli; Chen, Kevin X.; Nair, Anilkumar G.; Bennett, Frank; Huang, Yuhua; Pinto, Patrick; Jiang, Yueheng; Selyutin, Oleg; Vibulbhan, Bancha; Zeng, Qingbei; Lesburg, Charles; Duca, Jose; Heimark, Larry; Huang, Hsueh-Cheng; Agrawal, Sony; Jiang, Chuan-Kui; Ferrari, Eric; Li, Cheng; Kozlowski, Joseph; Rosenblum, Stuart; Shih, Neng-Yang; George Njoroge; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 447 – 458;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 366-49-4, 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 366-49-4 as follows.

To a solution of N-(5-fluoro-2-methylphenyl)acetamide (XXV) (120 g, 717 mmol, 1.0 eq) in HOAc (3 L) was added a solution of Br2 (140 g, 876 mmol, 1.2 eq) in HOAc (1 L) dropwise. The mixture was stirred at 25 C for 3 h. LC/MS showed compound 2 was (XXV) completely consumed. The reaction mixture was quenched with water (8 L). The solid was filtered, washed with water and petroleum ether. The solid was dried in vacuo to give N-(4-bromo-5-fluoro- 2-methylphenyl)acetamide (XXVI) as a white solid (155 g, 629.9 mmol, 87.8% yield). NMR (CDC13, 400 MHz) delta ppm 2.20 (s, 6H), 7.07 (brs, 1H), 7.32 (d, J = 7.2 Hz, 1H), 7.85 (d, J = 10.8 Hz, 1H); ESIMS found C9H9BrFNO mlz 247.2 (M+l).

According to the analysis of related databases, 366-49-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (265 pag.)WO2017/24010; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

366-49-4,Some common heterocyclic compound, 366-49-4, name is 2-Acetamido-4-fluorotoluene, molecular formula is C9H10FNO, 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.

Example 24; Preparation of Intermediate Compound 24G; Step A – Synthesis of Compound 24B; 24A 24B; A solution of 5-fluoro-2-methylaniline (24A, 25 g, 200 mmol) in toluene (250 mL) was treated with acetic anhydride (25 mL. 226 mmol) heated at reflux for 1 hour. The reaction mixture was cooled when a colorless solid precipitated out which was filtered and washed with a mixture of ether and hexanes. The colorless solid was taken in acetic acid (150 mL) and treated dropwise with a solution of bromine (9.6 mL, 186 mmol) in acetic acid (20 mL) and stirred at rt. for 12 hours. The solution was diluted with water and the solid separating out was filtered and washed to yield N-(4-bromo-5-fluoro-2-methylphenyl)acetamide (24B, 40 g) as a colorless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Acetamido-4-fluorotoluene, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics