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3-巯基香豆素和二苯胺的α-氨甲基化反应(Mannich反应)的动力学研究
KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE
【摘要】 通过实验及动力学研究,证明-3巯基香豆素(6)和二苯胺发生α-氨甲基化反应时,是(6)首先和甲醛反应,生成S-半缩醛——3-羟甲硫基香豆素(7),然后再与二苯胺反应形成3-二苯胺甲硫基香豆素(8),3-羟甲硫基香豆素与二苯胺在冰醋酸的催化作用下进行反应时,随着酸浓度的改变,反应机理发生了改变,本文对这一反应机理进行了讨论和解释。
【Abstract】 A kinetic study of the Mannich reaction of 3-thiolcoumarin with diphenylaminewas studied. It was found that the mechanism of this reaction is different from theclassical mechanism of Mannich reaction. 3-Thiolcoumarin first condenses with form-aldehyde to produce 3-hydroxy-methylthiocoumarin which then reacts with diphenyl-amine with the formation of the a-aminomethylated thioether. The reaction appearsto be third order at low concentrations (below 0.2 mol.L-1) and first order at high-er concentrations(above 0.35 mol. L-1) of the acetic acid used in the acid catalysis.
- 【文献出处】 物理化学学报 ,Acta Physico-chimica Sinica , 编辑部邮箱 ,1990年06期
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