4-甲基-5-甲酰基噻唑的合成研究

Study on the Synthesis of 4-Methyl-5-formylthiazole

研究了头孢托仑匹酯3-位侧链4-甲基-5-甲酰基噻唑(1)的合成工艺,以氯丙酮(2)和硫脲为起始原料,经环合、Vilsmeier甲酰化、重氮化还原脱氨基得到4-甲基-5-甲酰基噻唑(1),反应总收率为58.5%。考察了重氮化还原脱氨基反应中溶剂、反应温度、亚硝酸叔丁酯及添加剂二甲基亚砜的用量对产物1收率的影响,得出了优化工艺条件。

The synthesis of 4-methyl-5-formyhhiazole （1）, a 3-side chain of Cefditoren Pivoxil was studied. Starting from 1-chloropropan-2-one （2） and thiourea, the target product was obtained through following reactions including cyclization, Vilsmeier formylation and diazotization deamination in a total yield of 58.5%. The effects of solvents, temperature, the loading of t-BuONO and DMSO on the yield of the target product were evaluated to obtain the optimized conditions.