N'-methyl-N'-[1-(4-methoxyphenyl)propyn-3-yl]-N-(4-nitrophenyl)urea | 1442457-93-3

• 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: N'-methyl-N'-[1-(4-methoxyphenyl)propyn-3-yl]-N-(4-nitrophenyl)urea
• 英文别名: 3-(4-nitrophenyl)-1-(3-(4-methoxyphenyl)prop-2-ynyl)-1-methylurea
• CAS: 1442457-93-3
• 化学式: C₁₈H₁₇N₃O₄
• 分子量: 339.351
• InChiKey: FXPXXBRQYNFFOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84.71
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N'-methyl-N'-[1-(4-methoxyphenyl)propyn-3-yl]-N-(4-nitrophenyl)urea 在 N-氯代丁二酰亚胺 、 copper dichloride 作用下， 以 乙腈 为溶剂， 以37%的产率得到(Z)-5-[chloro(4-methoxyphenyl)methylidene]-3-methyl-2-[(4-nitrophenyl)imino]oxazolidine
  参考文献：
  名称：

  Copper(II)-Catalyzed Alkoxyhalogenation of Alkynyl Ureas and Amides as a Route to Haloalkylidene-Substituted Heterocycles

  摘要：

  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.

  DOI：

  10.1021/acs.joc.5b01227
• 作为产物：
  描述：

  在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 N'-methyl-N'-[1-(4-methoxyphenyl)propyn-3-yl]-N-(4-nitrophenyl)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