3-[1-Ethylamino-meth-(Z)-ylidene]-6-methyl-chroman-2,4-dione | 755009-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-[1-Ethylamino-meth-(Z)-ylidene]-6-methyl-chroman-2,4-dione
• 英文别名: (3Z)-3-(ethylaminomethylidene)-6-methylchromene-2,4-dione
• CAS: 755009-24-6
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: NBCZZZHKRYGADD-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-[1-Ethylamino-meth-(Z)-ylidene]-6-methyl-chroman-2,4-dione 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到8-methyl-chromeno[3,4-d]isoxazol-4-one
  参考文献：
  名称：

  Rearrangements of N-alkyl-/aryl-nitrones derived from 4-oxo-4H-1-benzopyran-3-carboxaldehyde––a solvent-dependent process

  摘要：

  C-(4-Oxo-4H-1-benzopyran-3-yl)-N-alkyl-/aryl-nitrones derived from 4-oxo-4H-1-benzopyran-3-carboxaldehyde, rearrange to 2-alkyl-/aryl-amino-3-formylchromone and/or 3-(alkyl-/aryl-aminomethylene)chroman-2,4-dione depending upon the reaction medium. 3-(Alkylaminomethylene)chroman-2,4-dione has been utilized in the synthesis of 1-benzopyrano[3,4-d]isoxazole-4-one. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.033
• 作为产物：
  描述：

  2-(Ethylamino)-6-methyl-4-oxochromene-3-carbaldehyde 在 聚合甲醛 、 聚甘氨酸 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 生成 3-[1-Ethylamino-meth-(E)-ylidene]-6-methyl-chroman-2,4-dione 、 3-[1-Ethylamino-meth-(Z)-ylidene]-6-methyl-chroman-2,4-dione
  参考文献：
  名称：

  An organocatalytic rearrangement of 2-(N-alkyl-/aryl-)amino-4-oxo-4H-1-benzopyran-3-carbaldehyde

  摘要：

  2-(Arylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 4-oxo-4H-1-benzopyran-3-carbanilide when treated with glycine in the presence of formalin, but under similar conditions 2-(alkylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 3-alkylaminomethylenechroman-2,4-dione. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.053

文献信息

• Rearrangements of N-alkyl-/aryl-nitrones derived from 4-oxo-4H-1-benzopyran-3-carboxaldehyde––a solvent-dependent process
  作者：Tarun Ghosh、Chandrakanta Bandyopadhyay

  DOI：10.1016/j.tetlet.2004.06.033

  日期：2004.8

  C-(4-Oxo-4H-1-benzopyran-3-yl)-N-alkyl-/aryl-nitrones derived from 4-oxo-4H-1-benzopyran-3-carboxaldehyde, rearrange to 2-alkyl-/aryl-amino-3-formylchromone and/or 3-(alkyl-/aryl-aminomethylene)chroman-2,4-dione depending upon the reaction medium. 3-(Alkylaminomethylene)chroman-2,4-dione has been utilized in the synthesis of 1-benzopyrano[3,4-d]isoxazole-4-one. (C) 2004 Elsevier Ltd. All rights reserved.
• An organocatalytic rearrangement of 2-(N-alkyl-/aryl-)amino-4-oxo-4H-1-benzopyran-3-carbaldehyde
  作者：Sourav Maiti、Suman Kalyan Panja、Chandrakanta Bandyopadhyay

  DOI：10.1016/j.tetlet.2011.02.053

  日期：2011.4

  2-(Arylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 4-oxo-4H-1-benzopyran-3-carbanilide when treated with glycine in the presence of formalin, but under similar conditions 2-(alkylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 3-alkylaminomethylenechroman-2,4-dione. (C) 2011 Elsevier Ltd. All rights reserved.