7-diethylamino-3-cyano-N-ethoxycarbonyl-2-iminocoumarin | 794517-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 7-diethylamino-3-cyano-N-ethoxycarbonyl-2-iminocoumarin
• 英文别名: 3-cyano-7-diethylamino-2-(N-ethoxycarbonylimino)coumarin；N-(3-cyano-7-diethylamino-2H-1-benzopyran-2-ylidene)-carbamic acid ethyl ester；ethyl N-[3-cyano-7-(diethylamino)chromen-2-ylidene]carbamate
• CAS: 794517-57-0
• 化学式: C₁₇H₁₉N₃O₃
• 分子量: 313.356
• InChiKey: PMIYUCXLWLEVNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-diethylamino-3-cyano-N-ethoxycarbonyl-2-iminocoumarin 在 肼 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以60%的产率得到5-(7-(diethylamino)-2-hydrazineylidene-2H-chromen-3-yl)-1,2-dihydro-3H-1,2,4-triazol-3-one
  参考文献：
  名称：

  Convenient Synthesis of a New Series of 3-Triazolonyl Iminocoumarins

  摘要：

  3-Cyano-7-diethylamino-N-ethoxycarbonyl-iminocoumarin reacted with different hydrazines as N-nucleophiles to afford, in one step, a new series of 2-N-substituted 3-triazolonyl-iminocoumarins in good yields. In two cases, N-unsubstituted derivatives were also obtained. The structures of all the products obtained were confirmed by infrared, 1H NMR, 13C NMR, and elemental analysis. The optical properties of three of these compounds in dichloromethane and ethanol were reported.

  DOI：

  10.1080/00397910903026681
• 作为产物：
  描述：

  4-(二乙氨基)水杨醛 在 哌啶 、 吡啶 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 20.17h， 生成 7-diethylamino-3-cyano-N-ethoxycarbonyl-2-iminocoumarin
  参考文献：
  名称：

  2-Oxo-2H-苯并吡喃[2,3-d]嘧啶的新合成

  摘要：

  摘要 描述了新型取代的 3-氰基亚氨基香豆素和相应的 N-乙氧基羰基亚氨基香豆素的合成。N-乙氧基羰基-3-氰基-7-二乙氨基亚氨基香豆素与作为N-亲核试剂的胺缩合得到具有良好光学性质的取代的2-氧代-2H-苯并吡喃-[2,3-d]嘧啶。

  DOI：

  10.1081/scc-200031013

文献信息

• Synthesis of New Benzopyrano[2,3-c]pyrazoles and 3-triazolonyliminocoumarins From 3-cyano Iminocoumarin Derivatives
  作者：S. Trichili、M. Kammoun、S. Abid、H. Ammar

  DOI：10.1080/00397911.2014.903422

  日期：2014.10.2

  Abstract Synthesis of benzopyrano[2,3-c]pyrazoles and 3-triazolonyliminocoumarins was successfully performed using heterocyclization of 3-cyano iminocoumarin or their N-ethoxycarbonylated derivatives with semicarbazide reagents. Elemental analysis, infrared, and 1H NMR spectral data confirmed the molecular structure of the newly synthesized compounds. GRAPHICAL ABSTRACT

  摘要 利用氨基脲试剂对3-氰基亚氨基香豆素或其N-乙氧基羰基化衍生物进行杂环化反应，成功合成了苯并吡喃并[2,3-c]吡唑和3-三唑基亚氨基香豆素。元素分析、红外和 1H NMR 光谱数据证实了新合成化合物的分子结构。图形概要
• Reactivity of 3-cyano-<i>N</i>-ethoxycarbonyl-iminocoumarin with hydrazides as N-nucleophiles
  作者：Myriam Kammoun、Hamida Turki、Rachid El Gharbi、Suzanne Fery-Forgues

  DOI：10.1002/jhet.5

  日期：2009.1

  Condensation of 3-cyano-7-diethylamino-N-ethoxycarbonyl-iminocoumarin with various hydrazides as N-nucleophiles gave a new series of 2-oxo-2H-1-benzopyrano[2,3-d]pyrimidines bearing an acylhydrazino fragment in the 4-position. The structures of the products obtained were characterized using IR, 1H NMR, 13C NMR and elemental analysis. The optical properties were reported for three of these compounds

  3-氰基-7-二乙基氨基-N-乙氧基羰基-亚氨基香豆素与各种酰肼作为N-亲核试剂的缩合反应，得到一系列新的2-oxo- 2H -1-苯并吡喃并[2,3- d ]嘧啶，其中带有4位。使用IR，1 H NMR，13 C NMR和元素分析对获得的产物的结构进行表征。报告了其中三种化合物的光学性质。J.杂环化​​学，（2009）。
• Synthesis of New 3-Carboxamidine Iminocoumarins and Benzopyrano[2,3-d]pyrimidines
  作者：Sihem Trichili、Myriam Kammoun、Hamida Turki-Guermazi、Souhir Abid、Houcine Ammar

  DOI：10.1080/00397911.2014.997365

  日期：2015.4.18

  A new approach to synthesis of a series of 3-carboxamidine iminocoumarins derivatives and substituted benzopyrano[2,3-d]pyrimidines was developed. The chemical structure of all the compounds was investigated by infrared, H-1 NMR, C-13 NMR, mass, and elemental analysis. The anticholinesterase activity of compound 12 was evaluated according to the modified Ellman's method.