1-cyclohexyl-3-(2-iodophenyl)urea | 710316-96-4

• 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: 1-cyclohexyl-3-(2-iodophenyl)urea
• 英文别名: n-Cyclohexyl-n'-(iodophenyl)urea
• CAS: 710316-96-4
• 化学式: C₁₃H₁₇IN₂O
• mdl: MFCD04068020
• 分子量: 344.195
• InChiKey: MBXJHHNPQZHJBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 1-cyclohexyl-3-(2-iodophenyl)urea 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 癸烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以72%的产率得到2-(cyclohexylamino)quinazolin-4(3H)-one
  参考文献：
  名称：

  Continuous Recycling of Homogeneous Pd/Cu Catalysts for Cross-Coupling Reactions

  摘要：

  Given the importance of homogeneous catalysts recycling in organic chemistry, we have developed a unique microfluidic loop system for automated continuous recirculation of a soluble polymer supported metal catalyst for novel isocyanide cross-coupling reactions under thermomorphic multicomponent solvent (TMS) conditions. Our system provides an innovative approach for the chemical library synthesis of quinazolinone derivatives as well as an important intermediate of Merck's LTD4 antagonist "Singulair" with efficient continuous homogeneous catalyst recycling.

  DOI：

  10.1021/ol501802w
• 作为产物：
  描述：

  2-碘苯胺 、 环己基异氰酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-cyclohexyl-3-(2-iodophenyl)urea
  参考文献：
  名称：

  Continuous Recycling of Homogeneous Pd/Cu Catalysts for Cross-Coupling Reactions

  摘要：

  Given the importance of homogeneous catalysts recycling in organic chemistry, we have developed a unique microfluidic loop system for automated continuous recirculation of a soluble polymer supported metal catalyst for novel isocyanide cross-coupling reactions under thermomorphic multicomponent solvent (TMS) conditions. Our system provides an innovative approach for the chemical library synthesis of quinazolinone derivatives as well as an important intermediate of Merck's LTD4 antagonist "Singulair" with efficient continuous homogeneous catalyst recycling.

  DOI：

  10.1021/ol501802w

文献信息

• Ligand-free palladium assisted insertion of isocyanides to urea derivatives for cascade synthesis of phenylamino-substituted quinazolinones
  作者：Siddharth Sharma、Abhilasha Jain

  DOI：10.1016/j.tetlet.2014.09.027

  日期：2014.10

  Palladium catalyzed cascade coupling of substituted urea derivatives and tert-butyl isocyanide for the efficient synthesis of phenylamino-substituted quinazolinones has been developed in moderate to good yields. This method provides a short and alternative approach for the synthesis of quinazolinones derivatives which are valuable compounds with biological and pharmacological potentials. A plausible mechanistic scheme is proposed. (C) 2014 Elsevier Ltd. All rights reserved.
• Continuous Recycling of Homogeneous Pd/Cu Catalysts for Cross-Coupling Reactions
  作者：Siddharth Sharma、K. C. Basavaraju、Ajay K. Singh、Dong-Pyo Kim

  DOI：10.1021/ol501802w

  日期：2014.8.1

  Given the importance of homogeneous catalysts recycling in organic chemistry, we have developed a unique microfluidic loop system for automated continuous recirculation of a soluble polymer supported metal catalyst for novel isocyanide cross-coupling reactions under thermomorphic multicomponent solvent (TMS) conditions. Our system provides an innovative approach for the chemical library synthesis of quinazolinone derivatives as well as an important intermediate of Merck's LTD4 antagonist "Singulair" with efficient continuous homogeneous catalyst recycling.