p-N-succinimidobenzoyl isothiocyanate | 1239968-89-8

• 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: p-N-succinimidobenzoyl isothiocyanate
• CAS: 1239968-89-8
• 化学式: C₁₂H₈N₂O₃S
• 分子量: 260.273
• InChiKey: JWECWSAVKVGFGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.81
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  p-N-succinimidobenzoyl isothiocyanate 、 2-氨基苯酚 以 丙酮 为溶剂， 以80%的产率得到1-(2-hydroxyphenyl)-3-(p-N-succinimidobenzoyl)thiourea
  参考文献：
  名称：

  The Utility of p-N-Succinimidobenzoyl Isothiocyanate in Synthesis of Benzoxazole, Quinazoline, Pyrimidine, 1,2,4-Triazoline, 1,3-Thiazolidine, and Thiourea Derivatives

  摘要：

  Reactions of p-N-succinimidobenzoyl isothiocyanate (1) with different nucleophilic reagents afforded adducts. Simultaneous or subsequent cyclization of these adducts gave access to a variety of different heterocycles, including benzoxazole, quinazoline, pyrimidine, 1,2,4-triazoline, 1,3-thiazolidine and others. The structures of the new products were confirmed by their micro-analytical and spectral data. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500903127557
• 作为产物：
  描述：

  硫氰酸铵 、 chloroanhydride of 4-succinimidobenzoic acid 以 丙酮 为溶剂， 反应 0.5h， 生成 p-N-succinimidobenzoyl isothiocyanate
  参考文献：
  名称：

  The Utility of p-N-Succinimidobenzoyl Isothiocyanate in Synthesis of Benzoxazole, Quinazoline, Pyrimidine, 1,2,4-Triazoline, 1,3-Thiazolidine, and Thiourea Derivatives

  摘要：

  Reactions of p-N-succinimidobenzoyl isothiocyanate (1) with different nucleophilic reagents afforded adducts. Simultaneous or subsequent cyclization of these adducts gave access to a variety of different heterocycles, including benzoxazole, quinazoline, pyrimidine, 1,2,4-triazoline, 1,3-thiazolidine and others. The structures of the new products were confirmed by their micro-analytical and spectral data. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500903127557