4-巯基-3-噻吩甲酸甲酯的合成(英文)

Synthesis of methyl 4-mercapto-3-thiophenecarboxylate

目的 4 巯基 3 噻吩甲酸甲酯是一个尚未见文献报道的重要的化学中间体 ,其合成对化学药物和农药研究具有重要的意义。方法以丙烯酸甲酯与巯基乙酸甲酯为起始原料 ,经哌啶催化下的加成反应 ,Dickman缩合反应、磺酰化和二硫取代反应、再经氧化和还原等 6步反应合成而得。结果所合成化合物的结构由元素分析和IR ,1H NMR ,13C NMR等光谱分析所证实 ,总收率达 16 %。结论该方法简便 ,原料廉价易得 ,步骤切实可行。

Aim To design specially and synthesize methyl 4-mercapto-3-thiophenecarboxylate,a very important new intermediate for synthesis of drugs and herbicides.Method It was prepared in 6 steps starting from the piperidine catalyzed addition of methyl thioglycolate to methyl acrylate,followed by the Dickmann condensation,tosylation,disulfide substitution,dehydrogenation and reduction.Results The structures of all the synthesized compounds were confirmed by elementary analysis,and spectroscopic analysis of IR, 1H-NMR and 13C-NMR.The total yield of the preparation amounted to 16%.Conclusion The procedure described can prove to be a more effective and applicable complement to the synthesis of methyl 4-mercapto-3-thiophenecarboxylate.