N-[[2-(N-aminoanilino)-1-phenylpropylidene]amino]aniline | 85217-09-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[[2-(N-aminoanilino)-1-phenylpropylidene]amino]aniline
• CAS: 85217-09-0
• 化学式: C₂₁H₂₂N₄
• 分子量: 330.432
• InChiKey: GLIRNGPLKVKPLY-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C(Solv: methanol (67-56-1))
• 沸点：
  497.1±47.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.65
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[[2-(N-aminoanilino)-1-phenylpropylidene]amino]aniline 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 1.0h， 以62%的产率得到1-phenyl-2-(1-phenyl-2-sulfinylhydrazino)-1-propanone phenylhydrazone
  参考文献：
  名称：

  Addition products of hydrazine derivatives to azo-alkenes, part V: The reaction of ?-(1-phenylhydrazino)alkanone phyenylhydrazones with acids and acid derivatives

  摘要：

  The bifunctional title compounds 2 react with acylating, carbamoylating and sulfonylating reagents mostly at the primary amino group of the hydrazine function. Both functional groups of 2 are attacked by N,N'-carbonyldiimidazole converting it into 1H-1,2,4,5-tetrazepin-3-one derivatives 8. The acid-induced 1,4-elimination of phenylhydrazine from 2 gives rise to the formation of phenylosazones 3. In the presence of thiocyanic acid the intermediately formed phenylazo-alkenes 1 undergo [3 + 2]-cycloaddition furnishing 1-anilino-imidazoline-2-thiones 13.

  DOI：

  10.1007/bf00810587

文献信息

• α-(1-phenylhydrazino)-alkanone phenylhydrazones: The reaction with carbonyl compounds
  作者：Joachim G. Schantl、Peter Karpellus、Michael Prean

  DOI：10.1016/s0040-4020(01)87787-5

  日期：——

  The unsymmetrically disubstituted hydrazines 1 were condensed with carbonyl compounds. Some of the expected condensation products were isolated, but some were formed as unstable intermediates which underwent 1,4-elimination: The phenylhydrazone of the carbonyl compound used was obtained, together with the corresponding phenylazo-alkene 11 or alternatively, the 1,4-addition product of a different protic

  将不对称的二取代肼1与羰基化合物缩合。分离了一些预期的缩合产物，但一些形成了不稳定的中间体，这些中间体经过1,4-消除：获得了所用羰基化合物的苯hydr，以及相应的苯基偶氮-烯烃11或1,4-不同质子亲核试剂与11的加成产物。