N-{2,2-bis[(2-aminophenyl)sulfanyl]-1-cyanoethenyl}-4-methylbenzamide | 1225144-53-5

• 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-{2,2-bis[(2-aminophenyl)sulfanyl]-1-cyanoethenyl}-4-methylbenzamide
• 英文别名: N-[2,2-bis[(2-aminophenyl)sulfanyl]-1-cyanoethenyl]-4-methylbenzamide
• CAS: 1225144-53-5
• 化学式: C₂₃H₂₀N₄OS₂
• 分子量: 432.57
• InChiKey: GGATXAGTDMMIGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  156
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-{2,2-bis[(2-aminophenyl)sulfanyl]-1-cyanoethenyl}-4-methylbenzamide 150.0 ℃ 、2.67 kPa 条件下， 生成 4-(1,3-Benzothiazol-2-yl)-2-(4-methylphenyl)-1,3-oxazol-5-amine
  参考文献：
  名称：

  Reaction of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol

  摘要：

  Reactions of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol in the presence of triethylamine was shown to lead to 2-aryl-3,3-bis(2-aminophenylsulfanyl)acrylonitrile, which suffered a transformation into 5-amino-4-(benzothiazol-2-yl)oxazole derivatives at heating without solvent. The formation of the same compounds from these reagents proceeded in one step in the presence of N,N-dimethylaniline. The presence of primary amino groups in the derivatives of 5-aminooxazole was confirmed by acylation and further transformation, which was used also for indroduction of various biophoric sites in 5 position of the oxazole ring.

  DOI：

  10.1134/s1070363210090136
• 作为产物：
  描述：

  N-(2,2-二氯-1-氰基乙烯基)-4-甲基苯甲酰胺 、 2-氨基苯硫醇 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以55%的产率得到N-{2,2-bis[(2-aminophenyl)sulfanyl]-1-cyanoethenyl}-4-methylbenzamide
  参考文献：
  名称：

  Reaction of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol

  摘要：

  Reactions of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol in the presence of triethylamine was shown to lead to 2-aryl-3,3-bis(2-aminophenylsulfanyl)acrylonitrile, which suffered a transformation into 5-amino-4-(benzothiazol-2-yl)oxazole derivatives at heating without solvent. The formation of the same compounds from these reagents proceeded in one step in the presence of N,N-dimethylaniline. The presence of primary amino groups in the derivatives of 5-aminooxazole was confirmed by acylation and further transformation, which was used also for indroduction of various biophoric sites in 5 position of the oxazole ring.

  DOI：

  10.1134/s1070363210090136

文献信息

• Reaction of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol
  作者：O. V. Shablykin、S. A. Chumachenko、V. S. Brovarets

  DOI：10.1134/s1070363210090136

  日期：2010.9

  Reactions of 2-acylamino-3,3-dichloroacrylonitriles with 2-aminothiophenol in the presence of triethylamine was shown to lead to 2-aryl-3,3-bis(2-aminophenylsulfanyl)acrylonitrile, which suffered a transformation into 5-amino-4-(benzothiazol-2-yl)oxazole derivatives at heating without solvent. The formation of the same compounds from these reagents proceeded in one step in the presence of N,N-dimethylaniline. The presence of primary amino groups in the derivatives of 5-aminooxazole was confirmed by acylation and further transformation, which was used also for indroduction of various biophoric sites in 5 position of the oxazole ring.