N-cyclohexyl-7-methoxy-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine | 1574311-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-cyclohexyl-7-methoxy-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine
• 英文别名: N-cyclohexyl-6-methoxy-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine；N-cyclohexyl-6-methoxy-2-phenylimidazo[2,1-b][1,3]benzothiazol-1-amine
• CAS: 1574311-76-4
• 化学式: C₂₂H₂₃N₃OS
• 分子量: 377.51
• InChiKey: LDCNBTFCROVWHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲氧基苯并噻唑 、 异氰环已烷 、 苯甲醛 以 neat (no solvent) 为溶剂， 反应 3.25h， 以93%的产率得到N-cyclohexyl-7-methoxy-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine
  参考文献：
  名称：

  Visible-light-activated C–C and C–N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions

  摘要：

  通过Groebke-Blackburn-Bienaymé反应，在无催化剂和溶剂的条件下，利用普遍可获得的能源合成3-氨基咪唑融合杂环化合物。

  DOI：

  10.1039/c8nj03339k

文献信息

• A facile protocol for the synthesis of 3-aminoimidazo-fused heterocycles via the Groebke–Blackburn–Bienayme reaction under catalyst-free and solvent-free conditions
  作者：Shinde Vidyacharan、Anand H. Shinde、Bishnupada Satpathi、Duddu S. Sharada

  DOI：10.1039/c3gc42130a

  日期：——

  A one-pot catalyst, solvent, work-up and column free synthesis of 3-aminoimidazo-fused heterocycles by a three-component reaction of a 2-aminoheterocycle, aldehyde, and isocyanide is presented. This efficient and green protocol has the advantages of environmental friendliness, high yields and operational simplicity.

  本文介绍了一种一锅合成3-氨基咪唑融合杂环的催化剂、溶剂、后处理和柱层析免费合成方法，该方法通过2-氨基杂环、醛和异氰酸酯的三组分反应实现。这一高效且绿色的方案具有环境友好、高产率和操作简单的优点。
• A highly efficient synthesis of imidazo-fused polyheterocycles via Groebke–Blackburn–Bienaymè reaction catalyzed by LaCl3·7H2O
  作者：Anand H. Shinde、Malipatel Srilaxmi、Bishnupada Satpathi、Duddu S. Sharada

  DOI：10.1016/j.tetlet.2014.08.126

  日期：2014.10

  A highly efficient and mild protocol for the synthesis of imidazo-fused polyheterocycles via Groebke-Blackburn-Bienayme reaction under the influence of catalytic amount of lanthanum chloride heptahydrate has been described. A wide range of nitrogen-enriched polyheterocycles are synthesized with high yields under neat conditions. (C) 2014 Elsevier Ltd. All rights reserved.