Application of 13194-69-9,Some common heterocyclic compound, 13194-69-9, name is 2-Iodo-5-methylaniline, molecular formula is C7H8IN, 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.
The corresponding imidazopyridine (0.2 mmol) was added sequentially to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.Cuprous iodide (0.04 mmol), 2-iodo-5-methylaniline (0.3 mmol), 1,10-azaphenanthroline (0.04 mmol), sodium carbonate (0.6 mmol), and carbon disulfide were added by syringe under oxygen conditions ( 0.6 mmol), DMF (2.0 mL), and the reaction tube was stirred in a 120 C oil bath for 9 hours. The obtained solution was cooled to room temperature, 2 mL of deionized water was added to the reaction liquid, and the mixture was uniformly mixed. Each time, 3 mL of ethyl acetate was used as an extracting agent, and the crude product was extracted from the reaction liquid by a liquid separation extraction operation, and the extract was combined. The solvent was removed by a rotary evaporator; the residue was purified on a silica gel column (yield: 200 mesh to 300 mesh, eluted with petroleum ether/ethyl acetate (7:1 v/v)) to give the desired product 55.2 mg. The yield was 74%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-5-methylaniline, its application will become more common.
Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com