The Synthetic Study Of 2-aminomethylthiophene

Thiophene is a sulfur-containing heterocyclic compound, and thiophene derivatives play an extremely important role in organic chemistry and pharmaceutical chemistry.2-aminomethylthiophene, one of thiophene derivatives, is a key intermediate for the synthesis of Azosemide, Thenium Closilate and other potential agrochemicals. The reported synthetic methods for 2-aminomethylthiophene are not so suitable for industrial production. So exploration of a reasonable synthetic route for 2-aminomethylthiophene is an urgent task for organic chemists.This thesis targeted a new synthesis of 2-aminomethylthiophene, and it comprises the following two parts.In the first part, the synthesis and application of 2-aminomethylthiophene and its derivatives were reviewed.In the second part, a new synthetic route of 2-aminomethylthiophene was investigated.2-thiophenemethylamine was successfully synthesized through three-step synthetic route which comprises the vilsmerier reaction of thiophene, the oximation reaction of 2-thiopheneformaldehyde and the reduction of 2-thiopheneformaldoxime. Firstly, the reaction conditions are optimized for the former two reactions; next, we optimized the reduction of 2-thiopheneformaldoxime. Among the three reducing agents investigated, zinc powder was proved to be the best choice.The advantages of mild reaction condition and cheap materials makes the method suitable for the industrial application.