3-(acridin-9-yl)-1-piperidino-thiourea | 215930-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(acridin-9-yl)-1-piperidino-thiourea
• 英文别名: N-acridin-9-ylpiperidine-1-carbothioamide
• CAS: 215930-69-1
• 化学式: C₁₉H₁₉N₃S
• 分子量: 321.446
• InChiKey: ZDERQWUBAPMMNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴甲基乙酸酯 、 3-(acridin-9-yl)-1-piperidino-thiourea 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以75%的产率得到2'-piperidino-5'-methoxycarbonyl-spiro[dihydroacridine 9(10H),4'-thiazoline]
  参考文献：
  名称：

  A Simple Synthesis of 2′,5′-Disubstituted-Spiro [Dihydroacridine 9(10H), 4′-Thiazolines] by the Reaction of Corresponding 3-(Acridin-9-Yl)-Thioureas with Methyl Bromoacetate and Bromoacetonitrile

  摘要：

  A convenient method has been devised for the preparation of the spirodihydroacridinethiazolines 5a-j by the treatment of thioureas 3a-e with methyl bromoacetate and bromoacetonitrile via non-isolable isothioureas 4a-j and their subsequent cyclization with methanolic sodium methoxide.

  DOI：

  10.1080/00397919809458697
• 作为产物：
  描述：

  哌啶 、 9-异硫氰酸酯吖啶 以 乙醚 为溶剂， 以95%的产率得到3-(acridin-9-yl)-1-piperidino-thiourea
  参考文献：
  名称：

  A Simple Synthesis of 2′,5′-Disubstituted-Spiro [Dihydroacridine 9(10H), 4′-Thiazolines] by the Reaction of Corresponding 3-(Acridin-9-Yl)-Thioureas with Methyl Bromoacetate and Bromoacetonitrile

  摘要：

  A convenient method has been devised for the preparation of the spirodihydroacridinethiazolines 5a-j by the treatment of thioureas 3a-e with methyl bromoacetate and bromoacetonitrile via non-isolable isothioureas 4a-j and their subsequent cyclization with methanolic sodium methoxide.

  DOI：

  10.1080/00397919809458697

文献信息

• A Simple Synthesis of 2′,5′-Disubstituted-Spiro [Dihydroacridine 9(10H), 4′-Thiazolines] by the Reaction of Corresponding 3-(Acridin-9-Yl)-Thioureas with Methyl Bromoacetate and Bromoacetonitrile
  作者：Juraj Bernát、Igor Chomča、Pavol Kristian、Gundula Voss

  DOI：10.1080/00397919809458697

  日期：1998.11

  A convenient method has been devised for the preparation of the spirodihydroacridinethiazolines 5a-j by the treatment of thioureas 3a-e with methyl bromoacetate and bromoacetonitrile via non-isolable isothioureas 4a-j and their subsequent cyclization with methanolic sodium methoxide.