1-(2-(1H-indol-3-yl)ethyl)-3-butylthiourea | 16036-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(2-(1H-indol-3-yl)ethyl)-3-butylthiourea
• 英文别名: N-Butyl-N'-<2-indolyl-(3)-ethyl>-thioharnstof；1-butyl-3-(2-indol-3-yl-ethyl)-thiourea；N-Butyl-Na(2)-[2-(1H-indol-3-yl)ethyl]thiourea；1-butyl-3-[2-(1H-indol-3-yl)ethyl]thiourea
• CAS: 16036-26-3
• 化学式: C₁₅H₂₁N₃S
• 分子量: 275.418
• InChiKey: YKXLETYQTJMHOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  71.9
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  色胺 、 异腈基正丁烷 在 叔丁基过氧化氢 、 sodium carbonate 、 sulfur 、 cobalt acetylacetonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以53%的产率得到1-(2-(1H-indol-3-yl)ethyl)-3-butylthiourea
  参考文献：
  名称：

  超声波条件下胺催化钴（II）与胺的异氰酸酯插入反应：尿素，硫脲和氮杂环化合物的不同合成

  摘要：

  AbstractCobalt(II) acetylacetonate‐catalyzed isocyanide insertion reactions with amines utilizing tert‐butyl hydroperoxide (TBHP) as an oxidant under ultrasound conditions have been developed, which lead to the synthesis of ureas, thioureas, as well as 2‐aminobenzimidazoles, 2‐aminobenzothiazoles, and 2‐aminobenzoxazoles under the general reaction conditions in up to 96% yields, respectively. The intermediate amino methylidyneaminiums, initiated by cobalt(II) acetylacetonate‐catalyzed reactions of isocyanides with amines, could be easily trapped by different nucleophiles such as water, sulfur, and intramolecular nucleophilic functional groups. This method provides a simple, general and practical protocol for the divergent synthesis of ureas, thioureas and azaheterocycles.magnified image

  DOI：

  10.1002/adsc.201300745

文献信息

• Cobalt(II)-Catalyzed Isocyanide Insertion Reaction with Amines under Ultrasonic Conditions: A Divergent Synthesis of Ureas, Thioureas and Azaheterocycles
  作者：Tong-Hao Zhu、Xiao-Ping Xu、Jia-Jia Cao、Tian-Qi Wei、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1002/adsc.201300745

  日期：2014.2.10

  AbstractCobalt(II) acetylacetonate‐catalyzed isocyanide insertion reactions with amines utilizing tert‐butyl hydroperoxide (TBHP) as an oxidant under ultrasound conditions have been developed, which lead to the synthesis of ureas, thioureas, as well as 2‐aminobenzimidazoles, 2‐aminobenzothiazoles, and 2‐aminobenzoxazoles under the general reaction conditions in up to 96% yields, respectively. The intermediate amino methylidyneaminiums, initiated by cobalt(II) acetylacetonate‐catalyzed reactions of isocyanides with amines, could be easily trapped by different nucleophiles such as water, sulfur, and intramolecular nucleophilic functional groups. This method provides a simple, general and practical protocol for the divergent synthesis of ureas, thioureas and azaheterocycles.magnified image