2-Cyano-3-(2,6-dichlorophenyl)prop-2-enethioamide | 68029-44-7

• 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-Cyano-3-(2,6-dichlorophenyl)prop-2-enethioamide
• CAS: 68029-44-7
• 化学式: C₁₀H₆Cl₂N₂S
• mdl: MFCD02025394
• 分子量: 257.143
• InChiKey: POIWBZKZTPCEJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Cyano-3-(2,6-dichlorophenyl)prop-2-enethioamide 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Design and Synthesis of Pyrido[2,1-b][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction

  摘要：

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.

  DOI：

  10.1021/co5000807
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 2,6-二氯苯甲醛 在 三乙胺 作用下， 生成 2-Cyano-3-(2,6-dichlorophenyl)prop-2-enethioamide
  参考文献：
  名称：

  Brunskill,J.S.A. et al., Journal of the Chemical Society. Perkin transactions I, 1978, p. 629 - 633

  摘要：

  DOI：

文献信息

• Design and synthesis of disubstituted and trisubstituted thiazoles as multifunctional fluorophores with large Stokes shifts
  作者：Polina O. Suntsova、Alexander K. Eltyshev、Tatiana A. Pospelova、Pavel A. Slepukhin、Enrico Benassi、Nataliya P. Belskaya

  DOI：10.1016/j.dyepig.2019.02.051

  日期：2019.7

  long-wavelength emission, large Stokes shifts and good quantum yields. Additionally, the thiazole-2-acrylonitrile fluorophores demonstrate a multifunctional character with significant fluorescence properties (i.e., quantum yields and a large Stokes shift in both the liquid and solid states). The influences of different factors, including the solvent polarity, on the fluorescence properties of the synthesized

  合成了一系列基于噻唑核的荧光团，显示出对结构变化和微环境都非常敏感。取代基的电子性质，空间效应和在分子中的位置的简单修饰，可通过表现出长波长发射，大斯托克斯位移和良好的量子产率来调节所研究化合物的光物理性质及其对环境的敏感性。此外，噻唑-2-丙烯腈荧光团显示出具有显着荧光特性（即，在液态和固态下的量子产率和较大的斯托克斯位移）的多功能特征。详细讨论了溶剂极性等不同因素对合成化合物荧光性质的影响。量子力学方法被用来理解潜在的转变并解释实验结果。这项工作为设计具有较大斯托克斯位移的新型传感器提供了进一步的信息。
• Brunskill,J.S.A. et al., Journal of the Chemical Society. Perkin transactions I, 1978, p. 629 - 633
  作者：Brunskill,J.S.A. et al.

  DOI：——

  日期：——
• Design and Synthesis of Pyrido[2,1-<i>b</i>][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction
  作者：Victor V. Dotsenko、Konstantin A. Frolov、Tatyana M. Pekhtereva、Olena S. Papaianina、Sergey Yu. Suykov、Sergey G. Krivokolysko

  DOI：10.1021/co5000807

  日期：2014.10.13

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.