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美洛西林钠的合成
引用本文:陈凤英.美洛西林钠的合成[J].高校化学工程学报,2003,17(4):448-450.
作者姓名:陈凤英
作者单位:浙江大学医学院,浙江,杭州,310006
摘    要:美洛西林钠是一种新型半合成青霉素。在以往的文献中其合成过程中都要使用剧毒品光气作为反应物。今以2-咪唑烷酮为起始原料,经甲磺酰化、酰化等四步反应,合成了酰脲类青霉素美洛西林钠。在合成过程中用氯甲酸三氯甲酯替代光气对其重要中间体l-氯甲酰基-3-甲磺酰基-2-咪唑烷酮的合成工艺进行了改进,不仅避免了使用光气,而且收率也从文献值70%提高到75%。

关 键 词:美洛西林钠  抗生素  氯甲酸三氯甲酯  合成
文章编号:1003-9015(2003)04-0448-03
修稿时间:2002年12月18

Synthesis of Mezlocillin Sodium
CHEN Feng-ying.Synthesis of Mezlocillin Sodium[J].Journal of Chemical Engineering of Chinese Universities,2003,17(4):448-450.
Authors:CHEN Feng-ying
Abstract:Mezlocillin sodium is a new kind of important semi-synthetic penicillin. In all literatures mentioned mezlocillin sodium synthesis process, phosgene, a very toxic gas is almost unavoidably used as a reactant. To avoid the use of phosgene, The mezlocillin sodium was synthesized from starting material imidazolidin-2-one via four steps such as sulfonylation, acidylation of 3-methylsulfonyl imidazolidin-2-one, dehydrochloride and dehydration et al. The synthesis technology for the key intermediate 3-methylsulfonyl imidazolidin-2-one-1-carbonyl chlorides was improved by using trichloromethyl chlorocarbonate to instead of phosgene, and its corresponding yield was also raised to 75% comparing with the 70% in the literature. The structures of all the intermediates and target product were determined by 1HNMR.
Keywords:mezlocillin sodium  antibiotic  trichloromethyl chlorocarbonate  synthesis
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