(3Z)-3-[2-(4-氯苯基)-2-氧代乙亚基]-1-苯基哌嗪-2-酮 | 178408-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: (3Z)-3-[2-(4-氯苯基)-2-氧代乙亚基]-1-苯基哌嗪-2-酮
• 英文名称: (Z)-3-[2-oxo-2-(4-chlorophenyl)ethylidene]-1-phenylpiperazin-2-one
• 英文别名: 3-(2-(4-Chlorophenyl)-2-oxoethylidene)-1-phenylpiperazinone；(3Z)-3-[2-(4-chlorophenyl)-2-oxoethylidene]-1-phenylpiperazin-2-one
• CAS: 178408-27-0
• 化学式: C₁₈H₁₅ClN₂O₂
• 分子量: 326.782
• InChiKey: GEKOHDHOOPJRTA-VBKFSLOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  草酰氯 、 (3Z)-3-[2-(4-氯苯基)-2-氧代乙亚基]-1-苯基哌嗪-2-酮 以 甲苯 为溶剂， 反应 4.0h， 以84%的产率得到(Z)-8-[hydroxy(4-chlorophenyl)methylidene]-2-phenyl-8a-chlorotetrahydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione
  参考文献：
  名称：

  Synthesis of 8a-Chlorotetrahydropyrrolo[1,2-H]pyrazine-1,6,7-(2H)-triones from 3-Methylidenepiperazin-2-ones and Oxalyl Chloride

  摘要：

  (Z)-1-Aryl-3-(2-aryl-2-oxoethylidene)piperazin-2-ones react with oxalyl chloride at cooling with the formation of (Z)-2-aryl-8-[hydroxy(aryl)methylidene]-8D degrees-chlorotetrahydropyrrolD 3/4 [1,2-a]pyrazine-1,6,7(2H)-triones. At heating HCl is eliminated from them to produce 8-aroyl-3,4-dihydropyrrolD 3/4 [1,2-D degrees]pyrazine- 1,6,7(2H)-triones.

  DOI：

  10.1134/s1070428018050263
• 作为产物：
  描述：

  4-(4-chlorophenyl)-2-hydroxy-4-oxo-but-2-enoic acid methyl ester 、 N-苯基乙二胺 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以80%的产率得到(3Z)-3-[2-(4-氯苯基)-2-氧代乙亚基]-1-苯基哌嗪-2-酮
  参考文献：
  名称：

  Synthesis of 8-aroylpyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones and their reaction with water. New analogs of cyclic dipeptides

  摘要：

  2-Aryl-8-aroyl-3,4-dihydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones prepared from (Z)-1-aryl-3-(2-aryl-2-oxoethylidene)piperazin-2-ones and oxalyl chloride react with water to afford (E)-8D degrees-hydroxy-2-aryl-8-[aryl(hydroxy)methylene]tetrahydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones. The crystal and molecular structure of 8-benzoyl-2-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione and (E)-8D degrees-hydroxy-8-[hydroxy(phenyl)methylene]-2-phenyltetrahydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione were studied by X-ray diffraction analysis.

  DOI：

  10.1134/s1070428015110123

文献信息

• Synthesis of 8-aroylpyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones and their reaction with water. New analogs of cyclic dipeptides
  作者：A. V. Chervyakov、P. A. Slepukhin、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428015110123

  日期：2015.11

  2-Aryl-8-aroyl-3,4-dihydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones prepared from (Z)-1-aryl-3-(2-aryl-2-oxoethylidene)piperazin-2-ones and oxalyl chloride react with water to afford (E)-8D degrees-hydroxy-2-aryl-8-[aryl(hydroxy)methylene]tetrahydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-triones. The crystal and molecular structure of 8-benzoyl-2-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione and (E)-8D degrees-hydroxy-8-[hydroxy(phenyl)methylene]-2-phenyltetrahydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione were studied by X-ray diffraction analysis.
• Synthesis of 8a-Chlorotetrahydropyrrolo[1,2-H]pyrazine-1,6,7-(2H)-triones from 3-Methylidenepiperazin-2-ones and Oxalyl Chloride
  作者：А. V. Chervyakov、М. V. Dmitriev、А. N. Maslivets

  DOI：10.1134/s1070428018050263

  日期：2018.5

  (Z)-1-Aryl-3-(2-aryl-2-oxoethylidene)piperazin-2-ones react with oxalyl chloride at cooling with the formation of (Z)-2-aryl-8-[hydroxy(aryl)methylidene]-8D degrees-chlorotetrahydropyrrolD 3/4 [1,2-a]pyrazine-1,6,7(2H)-triones. At heating HCl is eliminated from them to produce 8-aroyl-3,4-dihydropyrrolD 3/4 [1,2-D degrees]pyrazine- 1,6,7(2H)-triones.