5-amino-4-(benzothiazol-2-yl)-2-phenyl-1,3-oxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-4-(benzothiazol-2-yl)-2-phenyl-1,3-oxazole
• 英文别名: 4-(1,3-benzothiazol-2-yl)-2-phenyl-1,3-oxazol-5-amine
• 化学式: C₁₆H₁₁N₃OS
• 分子量: 293.349
• InChiKey: AHMRKROYYMGKOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-4-(benzothiazol-2-yl)-2-phenyl-1,3-oxazole 在 吡啶 、 五氯化磷 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 N'-[4-(benzothiazol-2-yl)-2-phenyloxazol-5-yl]-N-methyl-4-methylbenzamidine
  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：

  2-benzoylamino-3,3-dichloroacrylonitrile 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 20.0~150.0 ℃ 、2.67 kPa 条件下， 反应 12.0h， 生成 5-amino-4-(benzothiazol-2-yl)-2-phenyl-1,3-oxazole
  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

• Synthesis of new derivatives of 5-amino-1,3-oxazole basing on 3-benzoylamino-3,3-dichloroacrylonitrile
  作者：O. V. Shablykin、V. S. Brovarets、B. S. Drach

  DOI：10.1134/s1070363207070250

  日期：2007.7