N-[4-cyano-2-(4-methylphenyl)-1,3-oxazol-5-yl]-4-methylbenzohydrazide | 371194-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[4-cyano-2-(4-methylphenyl)-1,3-oxazol-5-yl]-4-methylbenzohydrazide
• CAS: 371194-14-8
• 化学式: C₁₉H₁₆N₄O₂
• 分子量: 332.362
• InChiKey: DZPXLHYFBTXRFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲氧基苯甲醛 、 N-[4-cyano-2-(4-methylphenyl)-1,3-oxazol-5-yl]-4-methylbenzohydrazide 以 乙醇 为溶剂， 反应 2.0h， 以70%的产率得到N-(4-cyano-2-phenyl-1,3-oxazol-5-yl)-N-[(4-methoxyphenyl)methylideneamino]-4-methylbenzamide
  参考文献：
  名称：

  摘要：

  The available 2-benzoylamino-3,3-dichloroacrylonitrile and its analogs when treated with excess hydrazine hydrate convert to 2-aryl-4-cyano-5-hydrazinooxazoles. The products are fairly stable in usual conditions but undergo recyclization on heating in acetic acid to give previously unknown derivatives of 2-methyl-1,3,4-oxadiazole with a 5-acylamino(carbamoyl)methyl substituent, whose structure was established by spectroscopy and X-ray diffraction. An important role in this complex transformation is probably played by prototropic forms of 4-cyano-5-hydrazinooxazoles, viz. hydrazones of substituted 2-oxazolin-5-ones which are not aromatic and thus can be cleaved with acetic acid and then recyclize.

  DOI：

  10.1023/a:1012315925344
• 作为产物：
  描述：

  N-(2,2-二氯-1-氰基乙烯基)-4-甲基苯甲酰胺 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 96.0h， 生成 N-[4-cyano-2-(4-methylphenyl)-1,3-oxazol-5-yl]-4-methylbenzohydrazide
  参考文献：
  名称：

  摘要：

  The available 2-benzoylamino-3,3-dichloroacrylonitrile and its analogs when treated with excess hydrazine hydrate convert to 2-aryl-4-cyano-5-hydrazinooxazoles. The products are fairly stable in usual conditions but undergo recyclization on heating in acetic acid to give previously unknown derivatives of 2-methyl-1,3,4-oxadiazole with a 5-acylamino(carbamoyl)methyl substituent, whose structure was established by spectroscopy and X-ray diffraction. An important role in this complex transformation is probably played by prototropic forms of 4-cyano-5-hydrazinooxazoles, viz. hydrazones of substituted 2-oxazolin-5-ones which are not aromatic and thus can be cleaved with acetic acid and then recyclize.

  DOI：

  10.1023/a:1012315925344