3-(methylamino)methylenechroman-2,4-dione | 754177-36-1

• 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-(methylamino)methylenechroman-2,4-dione
• 英文别名: 3-(methylaminomethylidene)chromene-2,4-dione
• CAS: 754177-36-1
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: VRHBGIPQJMTWML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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-(methylamino)methylenechroman-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4H-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：

  色酮-3-甲醛 在 溶剂黄146 、 锌 作用下， 以 乙醇 、 xylene 为溶剂， 反应 2.0h， 生成 3-(methylamino)methylenechroman-2,4-dione
  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

文献信息

• Ring transformation of chromone-3-carboxamide
  作者：Magdy A. Ibrahim

  DOI：10.1016/j.tet.2009.06.107

  日期：2009.9

  4-Hydroxycoumarin-3-carboxaldehyde (5) was obtained from chromone-3-carboxaldehyde (1) via chromone-3-carboxamide (2) and 3-aminomethylene-2H-chroman-2,4-dione (3). 3-Alkylaminomethylenechroman-2,4-diones (7,8) were obtained from the reaction of primary aliphatic amines with chromone-3-carboxamide (2). Treatment of chromone-3-carboxamide with sodium methoxide gives 3-(2-hydroxybenzoyl)-2H-chromeno[2,3-b]pyridine-2,5(1H)-dione (9). (C) 2009 Elsevier Ltd. All rights reserved.