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An efficient, simple, and mild preparation of the classical antibacterial agent trimethoprim (1) was achieved in 85% overall yield from 3,4,5-trimethoxybenzaldehyde (2). First, the addition of propenenitrile (3) with dimethylamine almost quantitatively afforded 3-dimethylaminopropanenitrile (7). Then, by condensation of 7 with 2 as well as the continuous replacement of 3-dimethylamino group with aniline in situ, the key intermediate 3-anilino-2-(3,4,5-trimethoxybenzyl)propenenitrile (9) was obtained in an excellent yield of 91% with a one-pot procedure. Finally, the cyclization of 9 with guanidine nitrate furnished 1 in yields as good as 95% in the presence of the excessive sodium methoxide. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. 相似文献
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水溶液中制备分子印迹聚合物微球及其分子识别特性 研究 总被引:19,自引:0,他引:19
采用聚乙烯醇400作为分散剂,利用模板分子与功能单体/聚合物残基之间的离子键(静电)相互作用形成复合物,用水溶液微悬浮聚合法制备了4-氨基吡啶(4-AP)和甲氧苄氨嘧啶(TMP)分子印迹聚合物微球,并通过色谱行为表征,比较了它们对各自的模板分子作用的强弱。结果表明,采用甲基丙烯酸为功能单体制备的分子印迹聚合物微球(MIMs),对带有氨基的模板分子主要靠离子键(静电)相互作用,且作用力的大小与氨基的个数有关,色谱研究表明,模板分子中氨基数目越多,这种作用越强,而且这种作用不是简单的加合,而是协同增强作用。 相似文献
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Two different classes of drugs were selected to test the adsorption capacity of carbon nanofibers as a greener new generation alternative adsorbent in simulated gastric and intestinal fluids. Kinetics of the promethazine and trimethoprim adsorption were analyzed using Lagergren first order and Pseudo second order models. Intraparticle diffusion graphs were also plotted to discuss the adsorption mechanism. Kinetic data showed the significance of boundary layer effect for both of the drugs and the presence of intraparticle diffusion as the other rate controlling step for the promethazine adsorption. Giles isotherms showed the high affinity of drug molecules to the adsorbent. Maximum adsorption capacity of drugs was calculated using Langmuir model as 18.35 and 41.15 mg/g for trimethoprim and 95.24 and 80.65 mg/g for promethazine in simulated gastric fluid (SGF) and simulated intestinal fluid (SIF), respectively. Trimethoprim adsorption was under favor of hydrophobic interaction and π-π dispersion interactions while promethazine adsorption was through cation exchange where the electrostatic attraction is an important force with the contribution of dispersion interactions. 相似文献