(Z)-β-Anilinothiocrotonic acid anilide | 59846-56-9

• 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: (Z)-β-Anilinothiocrotonic acid anilide
• 英文别名: (Z)-3-anilino-N-phenylbut-2-enethioamide
• CAS: 59846-56-9
• 化学式: C₁₆H₁₆N₂S
• 分子量: 268.382
• InChiKey: NDEYJZJJXSJYSF-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-β-Anilinothiocrotonic acid anilide 在 盐酸 作用下， 生成 丁硫代酰胺,3-羰基-N-苯基-
  参考文献：
  名称：

  Thermal cycloreversion of 4H-1,3-dioxine-4-thiones to acyl thioketenes:a general synthesis of β-keto thioic O-acid derivatives

  摘要：

  Thermal cycloreversion of 4H-1,3-dioxine-4-thiones gives acyl thioketenes as reactive intermediates, trapping of which by nucleophiles provides a general synthesis for beta-keto thioic O-acid derivatives.

  DOI：

  10.1039/cc9960000775
• 作为产物：
  描述：

  苯胺 、 2,2,6-Trimethyl-1,3-dioxine-4-thione 以 xylene 为溶剂， 反应 1.5h， 以61%的产率得到(Z)-β-Anilinothiocrotonic acid anilide
  参考文献：
  名称：

  Thermal cycloreversion of 4H-1,3-dioxine-4-thiones to acyl thioketenes:a general synthesis of β-keto thioic O-acid derivatives

  摘要：

  Thermal cycloreversion of 4H-1,3-dioxine-4-thiones gives acyl thioketenes as reactive intermediates, trapping of which by nucleophiles provides a general synthesis for beta-keto thioic O-acid derivatives.

  DOI：

  10.1039/cc9960000775

文献信息

• Polycarbonyl heterocycles, Part IX1: Synthesis of thiophene-2,3-dione derivatives and their transformation to pyrrolo[3,2-c]pyridine systems
  作者：Barbara Zaleska、Dariusz Cież、Jerzy Klimek

  DOI：10.1016/s0040-4039(98)00812-0

  日期：1998.6

  Thiophene-2,3-dione derivatives 2 were prepared in the reaction of β-aminovinylthioamides 1 with ethyl oxalyl chloride. Treatment of compounds 2b,c with malonodinitrile led to the ring transformation of the thiophene-2,3-dione system to pyrrolo[3,2-c]pyridine derivatives 4b,c.

  通过β-氨基乙烯基硫代酰胺1与乙二酰氯乙基的反应制备噻吩-2,3-二酮衍生物2。用丙二腈处理化合物2b，c导致噻吩-2，3-二酮系统环转化为吡咯并[3，2- c ]吡啶衍生物4b，c。
• Walter,W.; Fleck,T., Justus Liebigs Annalen der Chemie, 1976, p. 670 - 704
  作者：Walter,W.、Fleck,T.

  DOI：——

  日期：——
• Zaleska, Barbara; Ciez, Dariusz; Grochowski, Jacek, Liebigs Annalen, 1996, # 2, p. 211 - 215
  作者：Zaleska, Barbara、Ciez, Dariusz、Grochowski, Jacek、Serda, Pawel、Winnik, Witold

  DOI：——

  日期：——
• ——
  作者：A. N. Borisevich、L. S. Samoilenko、M. O. Lozinskii、E. B. Rusanov、A. N. Chernega

  DOI：10.1023/a:1013902726974

  日期：——

  Reactions of acetylthioacetanilide with arylamines in acetic acid in the presence of sodium acetate give 3-arylaminothiocrotonanilides in good yields. When treated with omega-bromoacetophenone in acetone, these products are converted to substituted 4-hydroxy-Delta(2)-thiazolinium bromides, one of which was dehydrated to obtain the corresponding thiazolium bromide. The structure of the heterocyclization products was confirmed by single crystal X-ray diffraction and NMR study of 2-acetonylidene-3,4-diphenyl-2,3-dihydrothiazole formed by dehydration of the corresponding Delta(2)-thiazolinium salt with simultaneous hydrolysis.
• Synthesis and properties of unique mesoionic 1,3-thiazolium-4-olates
  作者：B. Zaleska、D. Ciez、H. Falk

  DOI：10.1007/bf00807792

  日期：1996.12

  N-bridged 1,3-thiazolium-4-olates were synthesized by reaction of 3-substituted 3-aminothioacrylanilides with bromoacetic acid ethyl ester in refluxing xylene. Their structural aspects were investigated by means of mass, NMR, and absorption spectroscopy. They display an unusual ring-chain tautomeric equilibrium, which is governed by the nature of the solvents and the pH value.