2-oxocyclopentano-1-carbothioic acid anilide | 3523-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-oxocyclopentano-1-carbothioic acid anilide
• 英文别名: 2-oxo-N-phenylcyclopentane-1-carbothioamide；<2-Oxo-cyclopentan-thiocarbonsaeure-(1)>-anilid；2-Oxo-cyclopentan-thiocarbonsaeure-(1)-anilid；Cyclopentanon-(2)-thiocarbonsaeure-(1)-anilid；Cyclopentanon-(2)-thiocarbonsaeure-anilid；2-Oxo-cyclopentan-thiocarbonsaeureanilid
• CAS: 3523-53-3
• 化学式: C₁₂H₁₃NOS
• 分子量: 219.307
• InChiKey: QUXYWZMSSNMFPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-oxocyclopentano-1-carbothioic acid anilide 在 水 、 potassium carbonate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 3-(2-Cyano-ethyl)-2-oxo-cyclohexanecarbothioic acid phenylamide
  参考文献：
  名称：

  Synthesis of pyridine derivatives by reactions of ?,?-unsaturated nitriles with 2-oxo-cycloalkano carbothioic acid anilides

  摘要：

  The tandem Michael addition-cyclization of 2-oxo-cycloalkane carbothioic acid anilides 1-3 to benzylidenemalononitrile 4 yielded spiroannulated pyridines 5-7. Reaction of acrylonitrile with 2 and 3 gave 2,2-disubstituted Michael adducts 14, 15, whereas with 1 led to 2,2,5-tri(2-cyanoethyl)-cyclopentanone 11.

  DOI：

  10.1007/bf00817308

文献信息

• Synthesis of Functionalized Spiro[cycloalkanono-2,3?-thiophenes] via Tandem Conjugate Addition-Cyclization of 3-Oxoacid Thioanilides to Nitroalkenes
  作者：Krystyna Bogdanowicz-Szwed、Regina Gil

  DOI：10.1007/s00706-004-0185-7

  日期：2004.11

  A convenient method is described for the synthesis of functionalized spiro[cycloalkanono-2,3′-thiophenes] by treatment of cyclic 3-oxoacid thioanilides with β-nitrostyrenes. Reaction of the obtained products with acetic anhydride yielded the corresponding oxime acetates.

  描述了一种方便的方法，该方法通过用β-硝基苯乙烯处理环3-氧代酸硫代苯胺来合成官能化的螺[cycloalkanono-2,3'-噻吩]。所得产物与乙酸酐反应，得到相应的肟肟乙酸酯。
• Synthesis of sulfanylidene-diazaspirocycloalkanones in a three-component Mannich-type reaction catalyzed with lactic acid
  作者：Tadeusz Stefan Jagodziński、Jacek Grzegorz Sośnicki、Łukasz Struk

  DOI：10.24820/ark.5550190.p010.136

  日期：——

  general reaction. Spirohexahydropyrimidines were obtained in the one-pot, three-component reaction of a variety of cyclic-ketone-derived thioamides, primary amines and formaldehyde with lactic acid acting as a catalyst. The results of our experiments confirmed the high catalytic efficiency of lactic acid. A proper choice of the starting thioamides and amines makes it possible to use this reaction methodolgy

  研究了在 α-碳原子上含有酸性氢原子的硫代酰胺的氨甲基化反应作为一般反应。螺六氢嘧啶是在各种环酮衍生的硫代酰胺、伯胺和甲醛与乳酸作为催化剂的一锅三组分反应中获得的。我们的实验结果证实了乳酸的高催化效率。正确选择的起始硫胺和胺可以使用该反应方法合成六氢嘧啶（例如生物活性化合物）的几种新的且潜在有用的衍生物。
• 10.3998/ark.5550190.p010.136
  作者：Jagodziński, Tadeusz S.、Sośnicki, Jacek G.、Struk, Łukasz

  DOI：10.3998/ark.5550190.p010.136

  日期：——
• WALTER W.; FLECK T., J. LIEBIGS ANN. CHEM. <JLAC-BF>, 1976, NO 4, 670-681
  作者：WALTER W.、 FLECK T.

  DOI：——

  日期：——
• Synthesis of pyridine derivatives by reactions of ?,?-unsaturated nitriles with 2-oxo-cycloalkano carbothioic acid anilides
  作者：K. Bogdanowicz-Szwed、M. Krasodomska、M. Lipowska、B. Rys、A. Skonecka

  DOI：10.1007/bf00817308

  日期：——

  The tandem Michael addition-cyclization of 2-oxo-cycloalkane carbothioic acid anilides 1-3 to benzylidenemalononitrile 4 yielded spiroannulated pyridines 5-7. Reaction of acrylonitrile with 2 and 3 gave 2,2-disubstituted Michael adducts 14, 15, whereas with 1 led to 2,2,5-tri(2-cyanoethyl)-cyclopentanone 11.