3-benzoyl-7-methyl-2,4-dihydro-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione | 5283-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-benzoyl-7-methyl-2,4-dihydro-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione
• 英文别名: 3-benzoyl-7-methyl-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione；3-benzoyl-7-methylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione
• CAS: 5283-99-8
• 化学式: C₁₉H₁₁NO₅
• 分子量: 333.3
• InChiKey: VCBWVNWJYDXHCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-benzoyl-7-methyl-2,4-dihydro-1H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione 反应 0.58h， 以92%的产率得到7-benzoyl-3-methyl-9-(7-methyl-2-oxo-2H-1,4-benzoxazin-3-yl)-6,10-dioxo-6,10-dihydrobenzo[b]pyrido[1,2-d][1,4]oxazin-8-yl benzoate
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: LXXXVIII. Reaction of 3-aroylpyrrolo[1,2-d][1,4]benzoxazine-1,2,4(4H)-triones with N,N′-dicyclohexylcarbodiimide under thermolysis conditions

  摘要：

  Thermolysis of 3-aroylpyrrolo[1,2-d][1,4]benzoxazine-1,2,4(4H)-triones generates aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes which react as dienes at the aroylketene fragment in [4 + 2]-cycloaddition at the C=N bond of N,N'-dicyclohexylcarbodiimide with formation of 3-[6-aryl-4-oxo-3-cyclohexyl-2-cyclohexylimino-3,4-dihydro-2H-1,3-oxazin-5-yl]-2H-1,4-benzoxazin-2-ones. Thermolysis of the latter is accompanied by elimination of N,N'-dicyclohexylcarbodiimide, and aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes thus generated undergo cyclodimerization to produce 7-aroyl-6,10-dioxo-9-(2-oxo-2H-1,4-benzoxazin-3-yl)-6,10-dihydrobenzo[b]pyrido[1,2-d][1,4]oxazin-8-yl benzoates.

  DOI：

  10.1134/s1070428012090151

文献信息

• ——
  作者：I. V. Mashevskaya、L. V. Anikina、Yu. B. Vikharev、V. A. Safin、S. V. Kol'tsova、A. N. Maslivets

  DOI：10.1023/a:1013724004277

  日期：——
• ——
  作者：I. V. Mashevskaya、S. V. Kol'tsova、E. V. Voronina、T. F. Odegova、A. N. Maslivets

  DOI：10.1023/a:1010494525001

  日期：——
• Spiro-heterocyclization of pyrrolobenzoxazinetriones effected by thiourea
  作者：A. V. Babenysheva、V. A. Maslivets、A. N. Maslivets

  DOI：10.1134/s107042800710034x

  日期：2007.10