3-hydroxy-5-(p-chlorophenyl)hydantoin | 1118067-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-hydroxy-5-(p-chlorophenyl)hydantoin
• 英文别名: 5-(4-chlorophenyl)-3-hydroxyimidazolidine-2,4-dione
• CAS: 1118067-55-2
• 化学式: C₉H₇ClN₂O₃
• 分子量: 226.619
• InChiKey: LEGWWVZUIAJBAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  羟基脲 、 1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone 以 乙腈 为溶剂， 反应 51.0h， 以100%的产率得到3-hydroxy-5-(p-chlorophenyl)hydantoin
  参考文献：
  名称：

  Single-stage synthesis of 3-hydroxy- and 3-alkoxy-5-arylimidazolidine-2,4-diones by reaction of arylglyoxal hydrates with N-hydroxy- and N-alkoxyureas

  摘要：

  Arylglyoxal hydrates interact with N-alkoxyureas and N-hydroxyurea in acetic acid with selective formation of 3-alkoxy-5-arylimidazolidine-2,4-diones and 5-aryl-3-hydroxyimidazolidine-2,4-diones, respectively. The structures of 3-methoxy-5-phenylimidazolidine-2,4-dione, 3-ethoxy-5-phenylimidazolidine-2,4-dione, and 3-butoxy-5-(4-chlorophenyl)imidazolidine-2,4-dione were studied by X-ray structural analysis.

  DOI：

  10.1007/s10593-015-1735-0

文献信息

• Synthesis and crystal structure of new imidazolidine-2,4-dione and imidazolidin-2-one derivatives
  作者：Vasiliy G. Shtamburg、Andrey A. Anishchenko、Victor V. Shtamburg、Oleg V. Shishkin、Roman I. Zubatyuk、Alexander V. Mazepa、Ildar M. Rakipov、Remir G. Kostyanovsky

  DOI：10.1016/j.mencom.2008.03.018

  日期：2008.3

  Arylglyoxals condense with N-hydroxyurea in water via intermediate formation of N-hydroxy-N-[hydroxy(aroyl)]methylureas and 3,4,5-trihydroxy-5-arylimidazolidin-2-ones to yield 3-hydroxy-5-aryl-imidazolidine-2,4-diones as end products; the 3,4,5-trihydroxy-5-(p-chlorophenyl)imidazolidin-2-one and 3-hydroxy-5-phenylimidazolidine-2,4-dione crystallise as racemates.