Bastien Moreno, I. Jourdain, M. Knorr, Sarra Boudriga, Carsten Strohmann, Tobias Schrimpf
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引用次数: 0
摘要
为了扩充现有的具有潜在生物活性的芳基亚甲基罗丹宁化合物库,3-N-烯丙基罗丹宁 1 在克诺文纳格尔条件下与对硝基苯甲醛在乙酸中缩合,得到了 π 键合杂环化合物 3-烯丙基-5-(4-硝基亚苄基)-2-亚硫基-1,3-噻唑烷-4-酮 2。通过红外光谱和核磁共振光谱对化合物 2 进行了表征,并将其紫外可见光谱与化合物 3-烯丙基-5-(4-甲氧基亚苄基)-2-亚硫酰-1,3-噻唑烷-4-酮 3 的紫外可见光谱进行了比较。在 100 K 温度下进行的单晶 X 射线衍射研究确定了其分子结构。
Synthesis of (Z)-3-Allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one and Determination of Its Crystal Structure
To extend the existing library of arylidenerhodanines which display a potential biological activity, 3-N-allylrhodanine 1 was condensed under Knoevenagel conditions with p-nitrobenzaldehyde in acetic acid to afford the π-conjugated heterocyclic compound 3-allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 2. Compound 2 was characterized by IR and NMR spectroscopy, and its UV-vis spectrum was compared with that of compound 3-allyl-5-(4-methoxybenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 3. The molecular structure is ascertained by a single-crystal X-ray diffraction study performed at 100 K.