1-methyl-3-phenyl-1-(3-phenylprop-2-ynyl)urea | 1442457-79-5

• 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-methyl-3-phenyl-1-(3-phenylprop-2-ynyl)urea
• 英文别名: N'-methyl-N'-(1-phenylpropyn-3-yl)-N-phenylurea
• CAS: 1442457-79-5
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: LJRGQVUGWNCSNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-3-phenyl-1-(3-phenylprop-2-ynyl)urea 在 [Rh₂(OAc)₂(MeCn)₆][BF₄]₂ 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到3-methyl-1,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas

  摘要：

  Cationic Rh(II) complexes are able to catalyze the regioselective hydroamination of propargyl ureas in a 6-endo fashion. This transformation permits access to interesting substitution patterns of dihydropyrimidines, which have found use as nucleotide exchange factor inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.071
• 作为产物：
  描述：

  N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine 在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 1-methyl-3-phenyl-1-(3-phenylprop-2-ynyl)urea
  参考文献：
  名称：

  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas

  摘要：

  Cationic Rh(II) complexes are able to catalyze the regioselective hydroamination of propargyl ureas in a 6-endo fashion. This transformation permits access to interesting substitution patterns of dihydropyrimidines, which have found use as nucleotide exchange factor inhibitors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.071

文献信息

• Copper(II)-Catalyzed Alkoxyhalogenation of Alkynyl Ureas and Amides as a Route to Haloalkylidene-Substituted Heterocycles
  作者：Silvia Gazzola、Egle M. Beccalli、Tea Borelli、Carlo Castellano、Maria Assunta Chiacchio、Daria Diamante、Gianluigi Broggini

  DOI：10.1021/acs.joc.5b01227

  日期：2015.7.17

  A highly effective synthesis of haloalkylidene-substituted heterocycles by copper(II)-catalyzed cyclization of alkynyl ureas and secondary amides has been developed. The reaction, which involves a catalytic amount of CuCl2 and a stoichiometric amount of N-halosuccinimide, occurs selectively through an alkoxyhalogenation process. Alternatively, alkoxychlorination and alkoxybromination reactions can be performed working solely with stoichiometric CuCl, and CuBr2, respectively.