Extracurricular laboratory: Synthetic route of 2-Chloro-3,5-dimethoxyaniline

The synthetic route of 2-Chloro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline, 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. Product Details of 120758-03-4

Example 10 Synthesis of 1-(2-chloro-3,5-dimethoxyphenyl)-6-sec-butyl-3-methyl-2-phenyl-4(1H)-pyridinone (Compound 131) To 500 ml of xylene were added 5.2 g of 2,6-dimethyl-1-phenyl-1,3,5-octanetrione, 5.2 g of 2-chloro-3,5-dimethoxyaniline and 5.7 g of p-toluenesulfonic acid, followed by reflux the reaction mixture with a Dean-Stark trap for 1 hour. After cooling, the reaction mixture was poured into water, followed by addition of 200 ml of chloroform. After extraction with chloroform, the organic layer was washed first with a 10% aqueous solution of sodium sulfate and then with 10% hydrochloric acid. After washing the solution in chloroform further with water, it was dried over anhydrous sodium sulfate. Subsequent to removal of the sodium sulfate, the solvent was distilled off and the residue was purified by column chromatography on silica gel (eluent: 1:1 mixed solvent of n-hexane and chloroform). The resulting crystals were recrystallized from acetone, thereby affording 2.3 g of 1-(2-chloro-3,5-dimethoxyphenyl)-6-sec-butyl-3-methyl-2-phenyl-4(1H)-pyridinone having a melting point of 220-221 C.

The synthetic route of 2-Chloro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP304057; (1989); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics