3-噻吩丙二酸的合成研究

3-噻吩丙二酸是β-内酰胺类抗生素替卡西林钠的重要侧链中间体,介绍了用简单、易行的合成路线进行3-噻吩丙二酸的合成研究。由3-溴噻吩制得3-碘代噻吩的过程中,通过实验发现最佳反应条件如下:噻吩、CuI的物质的量比为1∶1.5,原料浓度为1.5mol/L(溶剂为喹啉),反应时间为20h,反应温度为140℃时,反应收率可由原来的42.0%提高到68.3%。其熔点与文献报道一致,结构经红外光谱、核磁共振谱得以确认。中试较小试收率提高2.78%。

Synthesis of 3-thiophene malonic acid

A simple and feasible synthesis process was selected for 3-thienylmalonic acid,which is the key side-chain intermediate of semi-synthetic β-lactam antibiotic-ticarcillin sodium.The best reaction conditions of preparing 3-iodothiophene from 3-bromothiophene are as follows: the mol ratio of 3-bromothiophene to CuI is 1∶1.5,the concentration of the starting material is 1.5 mol/L in quinoline,the reaction time is 20 h and the temperature is 140 ℃.The yield can be raised up to 68.3% from 42.0%.Its melting point is in line with the literature reported,and its structure is confirmed by infrared spectroscopy and nuclear magnetic resonance spectroscopy.The mid test yield is improved by 2.78% contrast to small test experiment.