N-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)formamide | 856221-97-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: N-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)formamide
• 英文别名: N-[7-(diethylamino)-2-oxochromen-3-yl]formamide
• CAS: 856221-97-1
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: XJHHHJGWZWLOHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  526.6±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  62.55
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)formamide 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以83%的产率得到7-diethylamino-3-isocyanocoumarin
  参考文献：
  名称：

  Dimethylplatinum (II) complexes with isocyanocoumarin ligands: the crystal structure of cis-dimethylbis-(7-diethylamino-3-isocyanocoumarin)platinum(II)

  摘要：

  Platinum complexes that contain isocyanocourmarin ligands have been prepared. [Pt2Me4(mu-SMe2)(2) and [PtPh2(SMe2)(2)] react with ligands L, (L = 7-diethylamino-3-isocyanocoumarin, Idc; 7-isocyano-4-methylcoumarin, Mic; 7-isocyano-4-trifluoromethylcoumarin, Tic; 3-chloro-4-methyl-7-isocyanocoumarin, Cmic), to give PtR2L2L2, monomers in high yield. The NMR and IR spectra of these complexes are consistent with cis stereochemistry. The UV-Vis absorption spectra of the complexes show bands assigned to ligand-centered transitions. Excitation into the absorption bands of the ldc complexes gives emission at room temperature in methylene chloride solution. The oxidative addition reaction of two of these complexes with methyl iodide has been studied. Platinum (IV) species with fac geometry have been isolated and characterized. Cis-dimethylbis-(7-diethylamino-3-isocyanocoumarin)platinum(II) was characterized by X-ray diffraction. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.09.007
• 作为产物：
  描述：

  4-(二乙氨基)水杨醛 在 哌啶 、 tin 作用下， 以 甲苯 为溶剂， 反应 38.0h， 生成 N-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)formamide
  参考文献：
  名称：

  Dimethylplatinum (II) complexes with isocyanocoumarin ligands: the crystal structure of cis-dimethylbis-(7-diethylamino-3-isocyanocoumarin)platinum(II)

  摘要：

  Platinum complexes that contain isocyanocourmarin ligands have been prepared. [Pt2Me4(mu-SMe2)(2) and [PtPh2(SMe2)(2)] react with ligands L, (L = 7-diethylamino-3-isocyanocoumarin, Idc; 7-isocyano-4-methylcoumarin, Mic; 7-isocyano-4-trifluoromethylcoumarin, Tic; 3-chloro-4-methyl-7-isocyanocoumarin, Cmic), to give PtR2L2L2, monomers in high yield. The NMR and IR spectra of these complexes are consistent with cis stereochemistry. The UV-Vis absorption spectra of the complexes show bands assigned to ligand-centered transitions. Excitation into the absorption bands of the ldc complexes gives emission at room temperature in methylene chloride solution. The oxidative addition reaction of two of these complexes with methyl iodide has been studied. Platinum (IV) species with fac geometry have been isolated and characterized. Cis-dimethylbis-(7-diethylamino-3-isocyanocoumarin)platinum(II) was characterized by X-ray diffraction. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.09.007

文献信息

• Simple and Efficient Copper(I)-Catalyzed Access to Three Versatile Aminocoumarin-Based Scaffolds using Isocyanoacetate
  作者：Tao Meng、Yiquan Zou、Oleg Khorev、Yu Jin、Huayong Zhou、Yongliang Zhang、Dingyu Hu、Lanping Ma、Xin Wang、Jingkang Shen

  DOI：10.1002/adsc.201000895

  日期：2011.4.18

  An efficient method has been developed for the one‐pot copper(I)‐catalyzed synthesis of 3‐aminocoumarin and its derivatives, such as 3‐substituted methylideneaminocoumarins and chromeno[3,4‐d]imidazol‐4(1H)‐ones. Significantly, the strategy presents a straightforward and efficient approach to constructing biologically useful molecular scaffolds.

  已开发出一种有效的方法，用于一锅铜（I）催化的3-氨基香豆素及其衍生物的合成，例如3-取代的亚甲基氨基香豆素和chromeno [3,4- d ]咪唑-4（1 H）-ones 。重要的是，该策略为构建生物学上有用的分子支架提供了一种简单有效的方法。