(4Z)-4-[(furan-2-yl)methylidene]-2-(4-methylphenyl)-4,5-dihydro-1,3-oxazol-5-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4Z)-4-[(furan-2-yl)methylidene]-2-(4-methylphenyl)-4,5-dihydro-1,3-oxazol-5-one
• 英文别名: (4Z)-4-(furan-2-ylmethylidene)-2-(4-methylphenyl)-1,3-oxazol-5-one
• 化学式: C₁₅H₁₁NO₃
• 分子量: 253.257
• InChiKey: KCPVHLHIJYIZNN-LCYFTJDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4Z)-4-[(furan-2-yl)methylidene]-2-(4-methylphenyl)-4,5-dihydro-1,3-oxazol-5-one 在 六甲基二硅氮烷 作用下， 以 乙酸乙酯 为溶剂， 以80%的产率得到(Z)-3-(2-furyl)-2-(4-methylbenzoylamino)prop-2-enamide
  参考文献：
  名称：

  Derivatives of α,β-dehydro amino acids: III. Reaction of 4-arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones with hexamethyldisilazane

  摘要：

  4-Arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones reacted with hexamethyldisilazane in ethyl acetate, acetonitrile, or DMF at room temperature to give mainly 2-acylamino-3-arylmethylideneprop-2-enamides, whereas in boiling DMF the corresponding 4-arylmethylidene-4,5-dihydro-1H-imidazol-5-ones were formed. The reaction of 2-benzoylamino-3-phenylprop-2-enamide with hexamethyldisilazane also led to the formation of 4-benzylidene-2-phenyl-4,5-dihydro-1H-imidazol-5-one, while its reaction with chlorotrimethylsilane afforded either a 1:1 mixture of 4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-one and 4-benzylidene-2-phenyl-4,5-dihydro-1H-imidazol-5-one or only the latter, depending on the solvent.

  DOI：

  10.1134/s1070428007060127
• 作为产物：
  描述：

  ethyl (E)-3-(furan-2-yl)-2-[(triphenyl-λ5-phosphanylidene)amino]prop-2-enoate 、 对甲基苯甲酰氯 、 甲苯 以71%的产率得到
  参考文献：
  名称：

  MOLINA P.; FRESNEDA P. M.; HURTADO F., SYNTH. COMMUN., 17,(1987) N 4, 485-490

  摘要：

  DOI：

文献信息

• Honeybee Repellents and Uses Thereof
  申请人：Inscent, Inc.

  公开号：US20140329674A1

  公开（公告）日：2014-11-06

  The present specification discloses honeybee repellents exhibiting repellent properties similar to 2-heptanone, compositions comprising such repellents, uses to repel a honeybee from a mammal, location, plant, structure treated of such repellents, and methods of treating a mammal, location, plant, structure by applying such repellents.
• US9357781B2
  申请人：——

  公开号：US9357781B2

  公开（公告）日：2016-06-07
• US9796676B2
  申请人：——

  公开号：US9796676B2

  公开（公告）日：2017-10-24
• [EN] IMPROVED HONEYBEE REPELLENTS AND USES THEREOF<br/>[FR] RÉPULSIFS AMÉLIORÉS CONTRE LES ABEILLES DOMESTIQUES ET LEURS UTILISATIONS
  申请人：INSCENT INC

  公开号：WO2014179785A1

  公开（公告）日：2014-11-06

  The present specification discloses honeybee repellents exhibiting repellent properties similar to 2- heptanone, compositions comprising such repellents, uses to repel a honeybee from a mammal, location, plant, structure treated of such repellents, and methods of treating a mammal, location, plant, structure by applying such repellents.