N-benzyl-cyanoethanethioamide | 941865-71-0

• 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: N-benzyl-cyanoethanethioamide
• 英文别名: N-benzyl-2-cyanoethanethioamide
• CAS: 941865-71-0
• 化学式: C₁₀H₁₀N₂S
• mdl: MFCD06245137
• 分子量: 190.269
• InChiKey: HJXMUCVSNFNJLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-cyanoethanethioamide 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 2-(benzylamino)-5-(4-chlorobenzoyl)thiophene-3-carbonitrile
  参考文献：
  名称：

  5-酰基-2-氨基-3-氰基噻吩的合成：化学性质和荧光性质

  摘要：

  捻转：报道了多官能噻吩的合成。量子力学计算解释了这种杂环化的合成途径。实验和计算光谱结果均表明，合成的噻吩的光学性质是由吸收过程中分子内电荷转移（ICT）状态的存在和激发态中几何弛豫后的扭曲ICT状态引起的。

  DOI：

  10.1002/asia.201700721

文献信息

• Influence of solvent and substituents on the reaction of N-alkylthioacetamides with dimethyl acetylenedicarboxylate: synthesis of functionalized thiophenes containing an exocyclic double bond
  作者：Konstantin L. Obydennov、Elena L. Klimareva、Marya F. Kosterina、Pavel A. Slepukhin、Yury Yu. Morzherin

  DOI：10.1016/j.tetlet.2013.06.127

  日期：2013.9

  The reaction of thioacetamides with dimethyl acetylenedicarboxylate affords 3-oxothien-2-ylidene or 4-oxothiazol-2,5-ylidene derivatives based on the structure of the thioacetamides and the solvent employed. The structural features of the 3-oxothien-2-ylidenes are discussed.

  基于硫代乙酰胺的结构和所用溶剂，硫代乙酰胺与乙酰二羧酸二甲酯的反应得到3-氧噻吩-2-亚烷基或4-氧噻唑-2,5-亚烷基衍生物。讨论了3-氧噻吩-2-基的结构特征。
• Synthesis of 4,5-disubstituted-3-trihalomethylisothiazoles
  作者：Michael P. Zawistoski、Shannon M. Decker、David A. Griffith

  DOI：10.1016/j.tetlet.2009.10.051

  日期：2009.12

  Herein, we describe the synthesis of 4,5-disubstituted-3-trihalomethylisothiazoles from trihaloacetonitriles and 2-cyanothioacetamides or 2-ethoxycarbonylthioacetamides. The reactivity of the necessary trihaloacetonitriles has a significant impact on the observed reaction pathways. Reactions with CF3CN require an oxidant to mediate cyclization, while CCl3CN functions as both the reactant and oxidant. (C) 2009 Elsevier Ltd. All rights reserved.
• Reaction of Enamines and Azaenamines Containing a Thioamide Group with Dimethyl Acetylenedicarboxylate
  作者：N. P. Belskaya、K. I. Lugovik、A. D. Ivina、V. A. Bakulev、Z. J. Fan

  DOI：10.1007/s10593-014-1543-y

  日期：2014.9

  The reaction between enamines and azaenamines containing a thioamide group and dimethyl acetylenedicarboxylate was studied under various conditions. It was shown that exchanging one of the carbon atoms in the structure of the investigated compounds for a nitrogen atom significantly affected the reactivity. Functionalized thiopyrans and thiazolidinones were obtained during this investigation.
• Synthesis of 5-Acyl-2-Amino-3-Cyanothiophenes: Chemistry and Fluorescent Properties
  作者：Kseniya I. Lugovik、Alexander K. Eltyshev、Enrico Benassi、Nataliya P. Belskaya

  DOI：10.1002/asia.201700721

  日期：2017.9.19

  Twist and shout: The synthesis of polyfunctional thiophenes is reported. Quantum-mechanical calculations explain the synthetic pathway of this heterocyclization. Both experimental and computational spectral results demonstrate that the optical properties of the synthesized thiophenes are caused by the presence of an intramolecular charge-transfer (ICT) state during absorption and a twisted ICT state

  捻转：报道了多官能噻吩的合成。量子力学计算解释了这种杂环化的合成途径。实验和计算光谱结果均表明，合成的噻吩的光学性质是由吸收过程中分子内电荷转移（ICT）状态的存在和激发态中几何弛豫后的扭曲ICT状态引起的。