(E)-2-cyano-3-(4-methylphenyl)prop-2-enethioamide

• 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: (E)-2-cyano-3-(4-methylphenyl)prop-2-enethioamide
• 化学式: C₁₁H₁₀N₂S
• 分子量: 202.28
• InChiKey: UVYUOMXJJABTKR-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  (E)-2-cyano-3-(4-methylphenyl)prop-2-enethioamide 在 哌啶 、 氢氧化钾 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 4.0h， 生成 [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[3-cyano-4-(p-tolyl)-2-thioxo-5H-indeno[1,2-b]pyridin-1-yl]tetrahydropyran-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis and Anti-HIV Activity of Different Novel Nonclassical Nucleosides

  摘要：

  A series of different novel nonclassical nucleosides have been synthesised and evaluated for their inhibitory activity against human immunodeficiency virus (HIV) replication in MT-4 cells.

  DOI：

  10.1080/07328319908045598

文献信息

• Utility of Cyano Acid Hydrazide in Heterocyclic Chemistry: A New Route for the Synthesis of New 1,2,4-Triazolo[1,5-a]pyridines and 1,2,4-Triazolo[1,5-a]isoquinolines
  作者：Abdel Haleem Mostafa Hussein

  DOI：10.1515/znb-1998-0417

  日期：1998.4.1

  refluxing ethanolic piperidine to yield the hydrazone 4. Compound 4 reacts with arylidines 5a-i to yield the 1,2.4- triazolo[1,5-a]pyridines 7a-i. Compound 4 also reacts with mixtures of aliphatic aldehydes and different active methylene reagents to yield 1,2,4-triazolo[1,5-a]pyridines 8a-d. Similarly reaction of 4 with arylazomalononitrile to yield the triazolopyridines 10a-d Reaction of 4 with aromatic

  氰酸酰肼1在回流的乙醇哌啶中与环己酮缩合得到腙4。化合物4与芳烷5a-i反应得到1,2.4-三唑并[1,5-a]吡啶7a-i。化合物 4 还与脂肪醛和不同活性亚甲基试剂的混合物反应，生成 1,2,4-三唑并[1,5-a] 吡啶 8a-d。类似地，4 与芳基偶氮丙二腈反应生成三唑并吡啶 10a-d。 4 与芳族醛反应生成 12a-e。化合物 8a 与元素硫反应生成噻吩并 1,2,4-三唑并吡啶 13。它与丙烯腈、ω-硝基苯乙烯、查耳酮、N-苯基马来酰亚胺、二甲基乙炔二羧酸酯和四氰基乙烯发生环加成反应，生成异喹啉 15-18。所有新化合物均已通过其 IR 进行表征。1H NMR和质谱。
• Heterocycles Synthesis through Reactions of Nucleophiles with Acrylonitriles. 7. A Novel and Facile One-Step Synthesis of 4<i>H</i>-Thiopyrans
  作者：Fathy Fahim Abdel-Latif

  DOI：10.1246/bcsj.62.3768

  日期：1989.11

  Several new 4H-thiopyrans were synthesized via a facile one-step method. Structures and reaction mechanisms are also reported and supported by another synthetic routes.

  通过一种简单的一步法合成了几种新的4H-噻吡呋。还报告了它们的结构和反应机制，并由其他合成路线进行了支持。
• A Convenient Mannich-Type One-Pot Synthesis of Pyrimido[6,1-b][1,3,5]thiadiazines
  作者：Victor V. Dotsenko、Konstantin A. Frolov、Sergey G. Krivokolysko、Alexander N. Chernega、Victor P. Litvinov

  DOI：10.1007/s00706-006-0512-2

  日期：2006.8

  formaldehyde under mild conditions to afford pyrimido[6,1- b ][1,3,5]thiadiazine derivatives in moderate yields. Furthermore, 2-cyano-2-cyclohexylideneethanethioamide reacted in the similar Mannich -type manner to give spiro-conjugated pyrimido-1,3,5-thiadiazines. The structure of 3,7-dibenzyl-8-(fur-2-yl)-3,4,7,8-tetrahydro-2 H ,6 H -pyrimido[6,1- b ][1,3,5]thiadiazine-9-carbonitrile was determined

  3-（Het）芳基-2-氰基丙-2-烯硫酰胺在温和条件下易于与伯胺和过量甲醛反应，以中等收率得到嘧啶并[6,1- b ] [1,3,5]噻二嗪衍生物。此外，2-氰基-2-环己 叉基乙硫基酰胺以相似的曼尼希 型反应， 得到螺环共轭的嘧啶基-1,3,5-噻二嗪。3,7-二苄基-8-（呋喃-2-基）-3,4,7,8-四氢-2 H ，6 H- 嘧啶基[6,1- b ] [1,3,5]的结构通过X射线衍射分析确定噻二嗪-9-腈。
• A new synthesis for 1,2,4-triazolo[1,5-a]-pyridines and 1,2,4-triazolo[1,5-a]isoquinolines
  作者：A. M. Hussein、S. M. Sherif、A. A. Atalla

  DOI：10.1007/bf00844690

  日期：1996.11

  Condensation of cyano acid hydrazide 1 with cyclopentanone in refluxing ethanolic piperidine yields hydrazone 2. With mixtures of aliphatic aldehydes and different active methylene reagents, 2 reacts to 1,2,4-triazolo[1,5-a]pyridines (8a-f). Compound 2 also reacts with arylidenes 9a-g to give triazolopyridines 10a-g. Reaction of 2 with aromatic aldehydes affords compounds 13a-c. Diazotation of 2 with aryldiazonium chloride in ethanol at 0 degrees C leads to the azo adducts 15a-d. The thieno-1,2,4-triazolopyridine 16 is obtained by reaction of 8a with elementary sulfur. 16 undergoes cycloaddition with omega-nitrostyrene, maleic anhydride, N-arylmalemide, and acrylonitrile yielding the isoquinolines 21-24. All new compounds have been characterized by their IR, H-1 NMR, and mass spectra.
• Hussein; Sherif; Atalla, Polish Journal of Chemistry, 1996, vol. 70, # 7, p. 872 - 879
  作者：Hussein、Sherif、Atalla

  DOI：——

  日期：——