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