(E)-4-(1-naphthylmethylene)-2-phenyl-5(4H)-oxazolone | 57427-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-4-(1-naphthylmethylene)-2-phenyl-5(4H)-oxazolone
• 英文别名: (E)-4-(1-Naphthylmethylen)-2-phenyl-2-oxazolin-5-on；4-naphthalen-1-ylmethylene-2-phenyl-4H-oxazol-5-one；4-(1-Naphthylmethylene)-2-phenyl-5(4H)-oxazolone；(4E)-4-(naphthalen-1-ylmethylidene)-2-phenyl-1,3-oxazol-5-one
• CAS: 57427-99-3
• 化学式: C₂₀H₁₃NO₂
• 分子量: 299.329
• InChiKey: YYCXXTRMDFPLAF-QGOAFFKASA-N

物化性质

• 熔点：
  160 °C
• 沸点：
  476.9±48.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-(1-naphthylmethylene)-2-phenyl-5(4H)-oxazolone 、 phenylmagnesium bromide 以 乙醚 为溶剂， 生成 4-(naphthalen-1-yl-phenyl-methyl)-2-phenyl-4H-oxazol-5-one
  参考文献：
  名称：

  Geometric Isomers of 2-Aryl(Aralkyl)-4-arylidene(alkylidene)-5(4H)-oxazolones

  摘要：

  讨论了4-芳基亚烯基-5(4H)-噁唑酮几何异构体的化学，涉及其制备方法、物理和化学性质以及构型分配。 1. 综述范围 2. 引言 3. 几何异构体的制备方法 4. 异构化机制 5. 异构体性质的差异 5.1. 物理性质 5.2. 化学性质 6. 通过降解证明结构 7. 几何异构体的构型 8. 证明中的附注

  DOI：

  10.1055/s-1975-23919
• 作为产物：
  描述：

  马尿酸 、 1-萘甲醛 在 sodium acetate 作用下， 以 乙酸酐 为溶剂， 反应 2.0h， 以49%的产率得到(E)-4-(1-naphthylmethylene)-2-phenyl-5(4H)-oxazolone
  参考文献：
  名称：

  [EN] COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND THEIR USE AS DYES AND PIGMENTS
  [FR] NOUVEAUX COMPOSES, LEUR PROCEDE DE PREPARATION ET LEUR UTILISATION EN TANT QUE COLORANTS ET PIGMENTS

  摘要：

  公开号：

  WO2004083170A3

文献信息

• Oxazolone analogs as amyloid aggregation inhibitors and for the treatment of alzheimer's disease and disorders related to amyloidosis
  申请人：——

  公开号：US20040180943A1

  公开（公告）日：2004-09-16

  Disclosed are compounds of the Formula I 1 and their use in a method of inhibiting the aggregation of amyloid proteins and in a method of imaging amyloid deposits.

  揭示了Formula I1的化合物及其在抑制淀粉样蛋白聚集的方法和成像淀粉样沉积的方法中的应用。
• SULFUR- AND N-ACYL CARBONYL OXYGEN-ASSISTED HETEROLYSIS OF THE C(=O)–S BOND IN EXCITED-STATE (Z)-N-ACYL-α-DEHYDRO(1-NAPHTHYL)ALANINE THIOESTERS
  作者：Tadamitsu Sakurai、Yosuke Hosoi、Tetsutaro Igarashi

  DOI：10.3987/com-12-s(n)17

  日期：——

  Irradiation of the title thioesters (Z)-1 in nitrogen-saturated 1,2-dichloroethane at wavelengths greater, than 280 nm was found to afford (Z)-4-(1-naphthylmethylene)-5(4H)-oxazolone derivatives (Z)-2, (E)-2, alkyl-substituted thiols 3, and (E)-1 without forming any thio-radical-derived products. An analysis of the substituent and solvent effects on the reactivity of 1 and the product distribution demonstrated that the heterolytic C(=O)-S bond cleavage products 2 and 3 are not derived from the long-lived acylium and thiolate ions but from the protonated oxazolone/thiolate ion pair. The latter intermediates were assumed to be formed by the sulfur-assisted nucleophilic addition of the N-acyl carbonyl oxygen to the thioester carbonyl carbon in the excited state, followed by the elimination of the thiolate ion from the resulting adducts.