(Z)-3-p-Tolylamino-but-2-enethioic acid phenylamide | 59846-55-8

• 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)-3-p-Tolylamino-but-2-enethioic acid phenylamide
• CAS: 59846-55-8
• 化学式: C₁₇H₁₈N₂S
• 分子量: 282.409
• InChiKey: IYFGZOKKFPYKKO-OWBHPGMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.06
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-溴苯乙酮 、 (Z)-3-p-Tolylamino-but-2-enethioic acid phenylamide 以 丙酮 为溶剂， 以86.3%的产率得到4-hydroxy-3,4-diphenyl-2-(2-p-toluidino-1-propen-1-yl)-Δ²-thiazolinium bromide
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1013902726974
• 作为产物：
  描述：

  乙烷,三氯氟- 、 丁硫代酰胺,3-羰基-N-苯基- 生成 (Z)-3-p-Tolylamino-but-2-enethioic acid phenylamide
  参考文献：
  名称：

  Walter,W.; Fleck,T., Justus Liebigs Annalen der Chemie, 1976, p. 670 - 704

  摘要：

  DOI：

文献信息

• 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.