(2Z)-2-[(4-chlorophenyl)methylidene]-1H-imidazo[2,1-b]quinazoline-3,5-dione | 200293-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (2Z)-2-[(4-chlorophenyl)methylidene]-1H-imidazo[2,1-b]quinazoline-3,5-dione
• CAS: 200293-00-1
• 化学式: C₁₇H₁₀ClN₃O₂
• 分子量: 323.738
• InChiKey: ZVHUIJLVGJFQOQ-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2Z)-2-[(4-chlorophenyl)methylidene]-1H-imidazo[2,1-b]quinazoline-3,5-dione 在 sodium ethanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(Z)-1-(4-chlorophenyl)methylene]-3-methyl-1,2,3,5-tetrahydroimidazo[1,2-a]quinazoline-1,5-dione
  参考文献：
  名称：

  Imidazoquinazolinodiones — New Results

  摘要：

  X-Ray crystal structure determinations and spectral analyses (NMR, MS) shed new light on the reaction of 5-(Z)-arylidene-2-methylthioimidazolin-4-one (5b) with anthranilic acid, in which apart from the expected 2-(Z)-1-arylidene-2,3,5, 10-tetrahydroimidazo[2, 1-b]quinazoline-3,5-dione (6b) a new condensed heterocyclic system was identified, i.e. 2-(Z)-arylidene-1,2,4,5-tetrahydroimidazo [1.2-a]quinazoline-1,5-dione (8b). Reaction of the sodium salt of the 4-chloro-substituted arylidene derivative (6a) with methyl iodide surprisingly afforded 2- [(Z)-1-(4-chlorophenyl)methylene]-3-methyl-1,2,3,5-tetrahydroimidazo[1,2-a]-quinazoline-1,5-dione (15).

  DOI：

  10.3987/com-99-8558
• 作为产物：
  描述：

  邻氨基苯甲酸 、 4-(4-chlorobenzylidene)-2-(4-methylpiperazin-1-yl)-1H-imidazol-5(4H)-one 以 溶剂黄146 为溶剂， 反应 4.0h， 以50%的产率得到(2Z)-2-[(4-chlorophenyl)methylidene]-1H-imidazo[2,1-b]quinazoline-3,5-dione
  参考文献：
  名称：

  Imidazoquinazolinodiones — New Results

  摘要：

  X-Ray crystal structure determinations and spectral analyses (NMR, MS) shed new light on the reaction of 5-(Z)-arylidene-2-methylthioimidazolin-4-one (5b) with anthranilic acid, in which apart from the expected 2-(Z)-1-arylidene-2,3,5, 10-tetrahydroimidazo[2, 1-b]quinazoline-3,5-dione (6b) a new condensed heterocyclic system was identified, i.e. 2-(Z)-arylidene-1,2,4,5-tetrahydroimidazo [1.2-a]quinazoline-1,5-dione (8b). Reaction of the sodium salt of the 4-chloro-substituted arylidene derivative (6a) with methyl iodide surprisingly afforded 2- [(Z)-1-(4-chlorophenyl)methylene]-3-methyl-1,2,3,5-tetrahydroimidazo[1,2-a]-quinazoline-1,5-dione (15).

  DOI：

  10.3987/com-99-8558

文献信息

• HUSSAIN, SOHAIR M.;AZIZ, MAHFOUZ A. ABDEL;REHEIM, NADIA A. ABDEL, EGYPT. J. PHARM. SCI., 30,(1989) N-4, C. 309-316
  作者：HUSSAIN, SOHAIR M.、AZIZ, MAHFOUZ A. ABDEL、REHEIM, NADIA A. ABDEL

  DOI：——

  日期：——
• Imidazoquinazolinodiones — New Results
  作者：Katarzyna Kiec-Kononowicz、Wolfgang Holzer、Kurt Mereiter

  DOI：10.3987/com-99-8558

  日期：——

  X-Ray crystal structure determinations and spectral analyses (NMR, MS) shed new light on the reaction of 5-(Z)-arylidene-2-methylthioimidazolin-4-one (5b) with anthranilic acid, in which apart from the expected 2-(Z)-1-arylidene-2,3,5, 10-tetrahydroimidazo[2, 1-b]quinazoline-3,5-dione (6b) a new condensed heterocyclic system was identified, i.e. 2-(Z)-arylidene-1,2,4,5-tetrahydroimidazo [1.2-a]quinazoline-1,5-dione (8b). Reaction of the sodium salt of the 4-chloro-substituted arylidene derivative (6a) with methyl iodide surprisingly afforded 2- [(Z)-1-(4-chlorophenyl)methylene]-3-methyl-1,2,3,5-tetrahydroimidazo[1,2-a]-quinazoline-1,5-dione (15).