摘要
以氨噻二唑肟乙酸(Ⅰ)与二硫化二苯并噻唑(Ⅱ)为原料,三苯基膦为还原剂,制备了第四代头孢菌素中间体氨噻二唑肟乙酸苯并噻唑硫酯(Ⅲ)。研究了溶剂、温度及原料投料比对该产物收率及质量的影响。结果表明,当以1,2-二氯乙烷作溶剂,n(Ⅰ)∶n(Ⅱ)∶n(三苯基膦)=1.0∶1.0∶1.0,反应在室温进行时,收率可达98.1%(基于Ⅰ计算),HPLC测定w(Ⅲ)=98.7%。在工艺改进的条件下,反应时间缩短,生产条件简化,收率得到较大提高,成本降低。
2-（ 5-Amino-1, 2, 4-thiadiazol-3-yl ）-2-（ Z ）-methoxyiminoacetic acid 2-benzothiazolyl thioester,an important intermediate of the fourth generation cephalosporins,was efficiently synthesized by reacting 2-（ 5-amino-1,2,4-thiadiazol-3-yl ）-2-（ Z）-methoxyiminoacetic acid （ Ⅰ ） with 2,2＇- dibenzothiazole disulfide （ Ⅱ） in the presence of triphenylphosphine. An improved procedure suitable for industrial production was established. Using 1,2-dichloroethane as solvent, triphenylphosphine as reducer and triethylamine as catalyst, n （ Ⅰ ） ： n （ Ⅱ ） ： n （triphenylphosphine） = 1.0 ： 1.0 ： 1.0, the product was obtained at room temperature with a yield of 98. 1%. The purity of the product without further purification is 98.7% by HPLC method. This, procedure was a suitable alternative to the traditional processes due to easy handling, high yield and low cost.
出处
《精细化工》
EI
CAS
CSCD
北大核心
2007年第8期816-819,共4页
Fine Chemicals
关键词
氨噻二唑肟乙酸苯并噻唑硫酯
头孢菌素
原料
2-（ 5-amino-1,2, 4-thiadiazol-3-yl ）-2-（ Z ）-methoxyiminoacetic acid 2-benzothiazolyl thioester
cephalosporin
