3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one | 22086-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one
• 英文别名: 3,3-Dichloro-4-(4-chlorophenyl)-1-phenyl-azetidin-2-one；3,3-dichloro-4-(4-chlorophenyl)-1-phenylazetidin-2-one
• CAS: 22086-03-9
• 化学式: C₁₅H₁₀Cl₃NO
• 分子量: 326.609
• InChiKey: VUZUPKRMJWBGDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Benzenamine, N-[(4-chlorophenyl)methylene]-, (Z)- 、 三氯乙酸甲酯 在 diiron nonacarbonyl 、 三氟化硼乙醚 作用下， 以 苯 为溶剂， 反应 48.0h， 以78%的产率得到3,3-dichloro-4-(4-chloro-phenyl)-1-phenyl-azetidin-2-one
  参考文献：
  名称：

  Reaction of Imines with Trichloroacetic Esters or Anhydride Promoted by Iron Carbonyl or Microwave Irradiation. Preparation of 3,3-Dichloro-β-Lactams

  摘要：

  通过亚胺与甲基或三甲基氯硅烷三氯乙酸酯的反应，采用二铁九碳基或亚胺与三氯乙酸酐的微波辐射促进合成3,3-二氯氨基吡咯烷-2-酮的过程被描述。

  DOI：

  10.1039/a804314k

文献信息

• Synthesis and antimicrobial activity of 1,4-diaryl-2-azetidinones
  作者：Vıldan Güner、Süleyman Yıldırır、Berrın Özçelık、Ufuk Abbasoğlu

  DOI：10.1016/s0014-827x(99)00126-3

  日期：2000.2

  Cycloaddition of substituted 4,4-benzylidene-anilines to in situ prepared dichloroketenes in the presence of dichloroacetyl chloride and triethylamine affords a variety of 2-azetidinones. All the compounds were characterized by IR and H-1 NMR. Their antimicrobial activity, against Gram(+) and Gram(-) bacteria and fungi, was tested. (C) 2000 Elsevier Science S.A. All rights reserved.
• 3,3-Dichloro-4-(4-chlorophenyl)-1-phenylazetidin-2-one
  作者：D. Ülkü、F. Ercan、V. Güner

  DOI：10.1107/s0108270197009748

  日期：1997.12.15

  In molecules of C15H10Cl3NO, the four-membered lactam ring is nearly planar, with a C-N bond length of 1.367(4) Angstrom in the amide group and C-C distances of 1.535(5) and 1.566(5) Angstrom. The displacement of the amide N atom from the plane through the atoms attached to it is 0.056(3) Angstrom, indicating some pyramidal character which is correlated to the biological activity in related compounds. The phenyl rings are nearly perpendicular to one another [dihedral angle 79.4(1)degrees]. There are intramolecular and intermolecular hydrogen bonds in the structure.
• SEKIYA M.; MORIMOTO T., CHEM. AND PHARM BULL. <CPBT-AL>, 1975, 23, NO 10, 2353-2357
  作者：SEKIYA M.、 MORIMOTO T.

  DOI：——

  日期：——