(R)-2-methylene-N-(1-phenylethyl)hydrazinecarboxamide | 1276112-54-9

• 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: (R)-2-methylene-N-(1-phenylethyl)hydrazinecarboxamide
• 英文别名: 1-(methylideneamino)-3-[(1R)-1-phenylethyl]urea
• CAS: 1276112-54-9
• 化学式: C₁₀H₁₃N₃O
• 分子量: 191.233
• InChiKey: WYPDYVOYMZNMFT-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (R)-1-hydroxy-3-(1-phenylethyl)urea 、 甲胺 在 四丁基高碘酸铵 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(R)-2-methylene-N-(1-phenylethyl)hydrazinecarboxamide
  参考文献：
  名称：

  Semicarbazones from N-Hydroxyureas and Amines: A Novel Entry in the Reactivity of the Acyl Nitroso Group

  摘要：

  The condensation of carbamoyl nitroso compounds, obtained by oxidation of N-hydroxyureas, with amines unexpectedly afforded semicarbazones (aka carbamoyl hydrazones). Although the substitution of the nitrosyl moiety might compete to afford the corresponding urea, an excess of amine led to the semicarbazone as the major product, which is presumably formed via isomerization of an initially generated acyl azo compound.

  DOI：

  10.1021/ol2003226

文献信息

• Semicarbazones from <i>N</i>-Hydroxyureas and Amines: A Novel Entry in the Reactivity of the Acyl Nitroso Group
  作者：Jairo Paz、Carlos Pérez-Balado、Beatriz Iglesias、Luis Muñoz

  DOI：10.1021/ol2003226

  日期：2011.4.1

  The condensation of carbamoyl nitroso compounds, obtained by oxidation of N-hydroxyureas, with amines unexpectedly afforded semicarbazones (aka carbamoyl hydrazones). Although the substitution of the nitrosyl moiety might compete to afford the corresponding urea, an excess of amine led to the semicarbazone as the major product, which is presumably formed via isomerization of an initially generated acyl azo compound.