Benzyliden-malonsaeure-diamid | 19411-83-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: Benzyliden-malonsaeure-diamid
• 英文别名: 2-Benzyliden-malonsaeure-diamid；Benzyliden-malonamid；Propanediamide, 2-(phenylmethylene)-；2-benzylidenepropanediamide
• CAS: 19411-83-7
• 化学式: C₁₀H₁₀N₂O₂
• mdl: MFCD02061040
• 分子量: 190.202
• InChiKey: LKTLEYCJPYRTRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzyliden-malonsaeure-diamid 在 五氯化磷 作用下， 生成 苄烯丙二腈
  参考文献：
  名称：

  Heuck, Chemische Berichte, 1895, vol. 28, p. 2255

  摘要：

  DOI：
• 作为产物：
  描述：

  2-((benzylideneamino)(phenyl)methyl)malonamide 在 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 生成 Benzyliden-malonsaeure-diamid
  参考文献：
  名称：

  质谱研究—VII：苯二甲基丙二酰胺和相关化合物

  摘要：

  苯甲醛和丙二酰胺的碱催化缩合产物是复合席夫碱β-（苄叉亚氨基）苄基丙二酰胺，而不是先前报道的苄叉甲二酰胺。类似的席夫碱由脂族和芳族醛形成。亚苄基丙二酰胺本身是由β-（亚苄基）形成的。分析了该化合物和席夫碱的质谱。

  DOI：

  10.1016/s0040-4020(01)98742-3

文献信息

• Rates of reaction of <i>n</i>-butanethiol with some conjugated heteroenoid compounds
  作者：C. E. Lough、D. J. Currie、H. L. Holmes

  DOI：10.1139/v68-127

  日期：1968.3.1

  The reactions of substituted 3-benzal-2,4-pentanediones, ethyl benzalacetoacetates, diethyl benzalmalonates, benzalmalonamides, cinnamalmalononitriles, β-nitrostyrenes, and β-nitropropenylbenzenes with excess n-butanethiol go essentially to completion in 20% aqueous ethanolic solution buffered to pH 7. The second order rate constants derived from the reactions of meta- and para- substituted derivatives correlate well with Hammett a constants. The nature and conformation of the functional group cis to the phenyl group determines the extent to which ortho substituents hinder the reaction.

  替代3-苯甲酮-2,4-戊二酮、乙基苯基乙酮酸酯、二乙基苯基丙二酸酯、苯基丙二酰胺、肉桂基丙烯腈、β-硝基苯乙烯和β-硝基丙烯基苯在过量正丁硫醇存在下在pH 7缓冲的20%乙醇水溶液中基本上完全反应。从间位和对位取代衍生物的反应中得出的二阶速率常数与Hammett a常数很好地相关。苯基团顺式于苯基团的功能团的性质和构象决定了邻位取代物对反应的阻碍程度。
• [EN] PHOTOPROTECTIVE COMPOSITIONS BASED ON METHYLTRIALKYLSILANES CONTAINING A CINNAMATE, CINNAMAMIDE, BENZALMALONAMIDE OR BENZALMALONATE FUNCTION<br/>[FR] COMPOSITIONS PHOTOPROTECTRICES A BASE DE METHYLTRIALKYLSILANES POSSEDANT UNE FONCTION CINNAMATE, CINNAMAMIDE, BENZALMALONAMIDE OU BENZALMALONATE
  申请人：OREAL

  公开号：WO2004067539A1

  公开（公告）日：2004-08-12

  The invention relates to photoprotective compositions comprising methyltrialkylsilanes containing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function, as sunscreens that are active in the field of UV radiation. The invention also relates to novel methyltrialkylsilanes containing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function and to uses thereof.

  这项发明涉及含有肉豆蔻酸酯、肉桂酰胺、苯甲基马隆酰胺或苯甲基马隆酸酯功能的甲基三烷基硅烷作为活性紫外线防晒剂的光保护组合物。该发明还涉及新型的含有肉豆蔻酸酯、肉桂酰胺、苯甲基马隆酰胺或苯甲基马隆酸酯功能的甲基三烷基硅烷以及其用途。
• Photoprotective compositions comprising methyltrialkylsilanes containing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function
  申请人：Richard Herve

  公开号：US20060018848A1

  公开（公告）日：2006-01-26

  Unique photoprotective compositions contain novel methyltrialkylsilanes bearing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function, useful as sunscreens that are active in the field of UV radiation.

  独特的光保护组合物包含新型甲基三烷基硅烷，其中带有肉桂酸酯，肉桂酰胺，苯甲酰马隆酰胺或苯甲酰马隆酸酯功能，可用作在紫外线辐射领域中活性的防晒剂。
• Methyltrialkylsilanes containing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function and photostabilizing methods
  申请人：Richard Herve

  公开号：US20080171802A1

  公开（公告）日：2008-07-17

  Unique photoprotective compositions contain novel methyltrialkylsilanes bearing a cinnamate, cinnamamide, benzalmalonamide or benzalmalonate function, useful as sunscreens that are active in the field of UV radiation and also useful in methods for photostabilizing synthetic polymers or glasses.

  独特的光保护组合物包含新型的甲基三烷基硅烷，带有肉桂酸酯、肉桂酰胺、苯甲酰丙酰胺或苯甲酰丙酸酯功能，可用作活性紫外线防晒剂，并且在合成聚合物或玻璃的光稳定方法中也有用。
• A Chemical‐Biological Relay Catalytic Method for the Synthesis of (<i>E</i>)‐2‐Cyanoacrylamides Based on the Catalysis of Amorphous Porphyrin‐MOFs and Nitrile Hydratase
  作者：Weiguo Zuo、Guanqun Wang、Shunbin Yang、Dongxiao E、Lin Liu、Hengyu Li、Song You、Xian Jia

  DOI：10.1002/adsc.202300309

  日期：2023.9.19

  The combination of the catalytic power of amorphous metal‐organic frameworks (aMOFs) and biocatalysis has greatly boosted the development of novel synthetic strategies due to its functional diversity and stereospecificity. 2‐Cyanoacrylamides are important building blocks for many biologically active molecules. Herein, we described a chemical‐biological relay catalytic method to access (E)‐2‐cyanoacrylamides based on the catalysis of amorphous porphyrin‐MOFs SPUZ‐1 and whole cells of Rhodococcus rhodochrous (nitrile hydratase). The approach was proved to be simple and efficient, and the highest conversion was up to 99%

  摘要无定形金属有机框架（aMOFs）的催化能力与生物催化相结合，由于其功能多样性和立体特异性，极大地推动了新型合成策略的发展。2-Cyanoacrylamides 是许多生物活性分子的重要组成单元。在此，我们介绍了一种基于无定形卟啉-MOFs SPUZ-1 和 Rhodococcus rhodochrous（腈水解酶）全细胞催化的化学-生物中继催化方法来获得 (E)-2-氰基丙烯酰胺。该方法简单高效，最高转化率可达 99%。