2-Amino-4-(phenylmethyl)-3-thiophenecarbonitrile | 82039-32-5

• 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: 2-Amino-4-(phenylmethyl)-3-thiophenecarbonitrile
• 英文别名: 2-amino-4-benzylthiophene-3-carbonitrile
• CAS: 82039-32-5
• 化学式: C₁₂H₁₀N₂S
• 分子量: 214.291
• InChiKey: ZBGVALMEIJMGOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  49.81
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  苯乙醛 、 丙二腈 在 Na₂S₆ 作用下， 以 水 为溶剂， 反应 1.33h， 以57%的产率得到2-Amino-4-(phenylmethyl)-3-thiophenecarbonitrile
  参考文献：
  名称：

  First Gewald reaction ignited by sodium polysulfide: greener ultrasound-promoted synthesis of substituted 2-aminothiophenes in the absence of catalyst

  摘要：

  In this paper, a modified and facile Gewald reaction triggered by sodium polysulfide in the absence of catalytic base was developed. This approach involves a one-pot ultrasound-irritated aqueous reaction between ketones or aldehydes, malononitrile, and sodium polysulfide, which are converted into the corresponding 2-aminothiophene derivatives in moderate to high yields. In comparison with conventional methods, the prominent features of this sonocatalyzed procedure are experimental simplicity, good functional group tolerance, atom efficiency, and the use of water as a green solvent.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.754892