3-acetyl-2-amino-4-oxopent-2-enenitrile | 71616-10-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetyl-2-amino-4-oxopent-2-enenitrile
• 英文别名: Haaon
• CAS: 71616-10-9
• 化学式: C₇H₈N₂O₂
• 分子量: 152.153
• InChiKey: JFSGCJLGTZTVOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83.95
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-acetyl-2-amino-4-oxopent-2-enenitrile 在 盐酸 、 水 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 4-乙酰基-3-氨基-5-亚甲基-2(5H)-呋喃酮
  参考文献：
  名称：

  Metal-catalyzed synthesis of cyano enaminediones from .beta.-dicarbonyl compounds and cyanogen. Identification of Traube's isomers

  摘要：

  DOI：

  10.1021/jo00198a021
• 作为产物：
  描述：

  氰 、 乙酰丙酮 在 乙酰丙酮锌 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以83%的产率得到3-acetyl-2-amino-4-oxopent-2-enenitrile
  参考文献：
  名称：

  Metal-catalyzed synthesis of cyano enaminediones from .beta.-dicarbonyl compounds and cyanogen. Identification of Traube's isomers

  摘要：

  DOI：

  10.1021/jo00198a021

文献信息

• N,O versus O,O coordination in β-imino diketonato complexes: Role of the metal center and of the imino substituent
  作者：Marino Basato、Marzio Bortolussi、Elena Faggin、Cristina Tubaro、Augusto Cesare Veronese

  DOI：10.1016/j.ica.2008.05.003

  日期：2009.1

  beta-Imino carbonyl enolato metal(II) complexes of general formula [M((RCO)(R'CO)CC(R '') NH)(2)] (M = Mn, Fe, Co, Ni, Cu, Zn, Pd, R = R' = Me, R '' = CCl(3); M = Cu, Pd, R = R' = Me, R '' = PhCO; R = Me, R' = Ph, R '' = PhCO; R = R' = Ph, R '' = PhCO) are easily synthesized by the reaction of metal(II) acetates with the proper beta-enaminodiones in 1/2 molar ratio in ethanol at room temperature. In all the cases the trifunctional NOO beta-imino carbonyl enolate ligand acts as bidentate to give ML(2) complexes, whose structure depends on the metal center and on the nature of the substituent R '' at the imino carbon. With R '' = CCl(3) an O,O coordination is observed for all the metal centers but one, in fact palladium(II) exhibits an N,O coordination through the imino nitrogen and one keto oxygen. By contrast with R '' = PhCO the ligand is always coordinated through the imino nitrogen and one keto oxygen atom. (C) 2008 Elsevier B. V. All rights reserved.
• A mass spectrometric study of the adducts of acetylacetone and cyanogen (Traube's isomers)
  作者：M. Basato、B. Corain、A. C. Veronese、S. Daolio、B. Pelli、P. Traldi

  DOI：10.1002/oms.1210200111

  日期：1985.1

  AbstractThe mass spectrometric behaviour of the title compounds has been studied in detail with the aid of deuterium labelling, exact mass measurements, linked scans and collisionally activated decomposition experiments. An interesting conversion reaction of the cyanoenaminedione isomer into the corresponding furane derivative, which appears complete in the second field free region, has been thoroughly investigated.
• BASATO, M.;CORAIN, B.;VERONESE, A. C.;DANGELI, F.;VALLE, G.;ZANOTTI, G., J. ORG. CHEM., 1984, 49, N 24, 4696-4700
  作者：BASATO, M.、CORAIN, B.、VERONESE, A. C.、DANGELI, F.、VALLE, G.、ZANOTTI, G.

  DOI：——

  日期：——
• Metal-catalyzed synthesis of cyano enaminediones from .beta.-dicarbonyl compounds and cyanogen. Identification of Traube's isomers
  作者：M. Basato、B. Corain、A. C. Veronese、F. D'Angeli、G. Valle、G. Zanotti

  DOI：10.1021/jo00198a021

  日期：1984.11