1-(adamantan-1-yl)-3-(3-bromophenyl)urea

• 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-(adamantan-1-yl)-3-(3-bromophenyl)urea
• 英文别名: 1-(1-Adamantyl)-3-(3-bromophenyl)urea
• 化学式: C₁₇H₂₁BrN₂O
• 分子量: 349.271
• InChiKey: TXHURICKKBIQHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  间溴苯胺 在 三乙烯二胺 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.5h， 生成 1-(adamantan-1-yl)-3-(3-bromophenyl)urea
  参考文献：
  名称：

  Effective approach to ureas through organocatalyzed one-pot process

  摘要：

  An efficient approach to N, N'-unsymmetrically substituted ureas 9 has been developed through the ammonolysis process of N-Boc protected anilines 7 with amines prompted by 1,5,7-triazabicyclo[4.4.0] dec-5-ene (TBD). Moreover, a convenient protocol for the synthesis of the symmetric N, N'-substituted ureas 12 by one-pot diammonolysis process of Boc(2)O with amines catalyzed by DABCO has also been achieved. With broad substrate scope and mild conditions, these two methods demonstrate practical preparation of both unsymmetrical and symmetrical ureas. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2017.11.030

文献信息

• Effective approach to ureas through organocatalyzed one-pot process
  作者：Mingliang Wang、Jilai Han、Xiaojia Si、Yimin Hu、Jidong Zhu、Xun Sun

  DOI：10.1016/j.tetlet.2017.11.030

  日期：2018.4

  An efficient approach to N, N'-unsymmetrically substituted ureas 9 has been developed through the ammonolysis process of N-Boc protected anilines 7 with amines prompted by 1,5,7-triazabicyclo[4.4.0] dec-5-ene (TBD). Moreover, a convenient protocol for the synthesis of the symmetric N, N'-substituted ureas 12 by one-pot diammonolysis process of Boc(2)O with amines catalyzed by DABCO has also been achieved. With broad substrate scope and mild conditions, these two methods demonstrate practical preparation of both unsymmetrical and symmetrical ureas. (C) 2017 Published by Elsevier Ltd.