4-甲基-7-芳基-2,1,3-苯并噻二唑的合成方法

Synthesis of 4-Methyl-7-aryl-2,1,3-benzothiadiazole

初步总结设计了一条4-甲基-7-芳基-2,1,3-苯并噻二唑的合成工艺路线,以3-甲基苯二胺为起始原料,分子内合环得到4-甲基-2,1,3-苯并噻二唑,再经溴代反应得到4-甲基-7-溴-2,1,3-苯并噻二唑,再与芳基硼酸发生Suzuki偶联反应得到4-甲基-7-芳基-2,1,3-苯并噻二唑。该方法采用廉价的3-甲基苯二胺为起始原料制取价格昂贵的2,1,3-苯并噻二唑4,7位取代产物,使得工艺更为廉价、简洁。该产物可作为许多光电材料的前体物质,为材料领域拓展了新的合成路线。

we initially designed a route to synthesize of 4-methyl-7-aryl-2,1,3-benzothiadiazole, where using 3-methylphenyl diamine as starting materials, to obtain 4-methyl-2,1,3-benzothiadiazole by the intramolecular cyclization reaction, then to obtain 4-methyl-7-bromo-2,1,3-benzothiadiazole by the bromination reaction, then to react with arylboronic acid to obtain 4-methyl-7-aryl-2,1,3-benzothiadiazole by the Suzuki coupling reaction. This method uses inexpensive 3-methylphenylenediamine as a starting mate- rial to obtain the expensive 2,1,3-benzothi -adiazole 4,7-substituted product, which makes the process cheaper and simpler. The product can be used as a precursor material for many photoelectric materials, and it can expand the new synthetic route for the material field.