N-(4-hydroxy-2,5-dimethylphenyl)-N'-(4-methylphenylsulfonyl)benzimidamide | 461672-30-0

• 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-(4-hydroxy-2,5-dimethylphenyl)-N'-(4-methylphenylsulfonyl)benzimidamide
• 英文别名: N-(4-hydroxy-2,5-dimethylphenyl)-N'-(4-methylphenyl)sulfonylbenzenecarboximidamide
• CAS: 461672-30-0
• 化学式: C₂₂H₂₂N₂O₃S
• 分子量: 394.494
• InChiKey: ITCLBVOWCYRLOF-UHFFFAOYSA-N

物化性质

• 沸点：
  601.6±65.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-hydroxy-2,5-dimethylphenyl)-N'-(4-methylphenylsulfonyl)benzimidamide 在 lead(IV) tetraacetate 作用下， 以 溶剂黄146 为溶剂， 以90%的产率得到N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-N'-(4-methylphenylsulfonyl)benzenecarboximidamide
  参考文献：
  名称：

  Reaction of N-substituted 2,5-dialkyl-1,4-benzoquinone imines with arenesulfinic acids

  摘要：

  Reactions of N-aroyl-, N-arylsulfonyl-, and N-(N-arylsulfonylbenzimidoyl)-2,5-dialkyl-1,4-benzoquinone imines with sodium arenesulfinates in acetic acid gave the corresponding 1,4-, 6,1-, and 1,6-addition products. Variation of the size and donor power of substituents in positions 2 and 5 of the quinoid ring almost does not affect the ratio of the addition products, which is determined mainly by the nature of substituent on the nitrogen atom.

  DOI：

  10.1134/s1070428009030063
• 作为产物：
  描述：

  N-(氯苯基亚甲基)-4-甲基苯磺酰胺 、 4-氨基-2,5-二甲基苯酚 在 sodium acetate 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到N-(4-hydroxy-2,5-dimethylphenyl)-N'-(4-methylphenylsulfonyl)benzimidamide
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIV. Halogenation of N-[arylsulfonylimino(phenyl)methyl]-2,5-dialkyl-1,4-benzoquinone monoimines and their reduction products

  摘要：

  Despite steric hindrances created by the bulky substituent on the nitrogen atom, halogenation of 2,5-dialkyl-N-[arylsulfonylimino(phenyl)methyl]-1,4-benzoquinone monoimines fairly readily gives their derivatives having two halogen atoms in the quinoid ring.

  DOI：

  10.1134/s107042801207007x

文献信息

• Thiocyanation of N-arylsulfonyl-, N-aroyl-, and N-[(N-arylsulfonyl)benzimidoyl]-1,4-benzoquinone imines
  作者：A. P. Avdeenko、V. V. Pirozhenko、S. A. Konovalov、D. A. Roman’kov、G. V. Palamarchuk、O. V. Shishkinc

  DOI：10.1134/s1070428009030105

  日期：2009.3

  Reactions of thiocyanate ion with N-aroyl-, N-arylsulfonyl-, and N-(N-arylsulfonylbenzimidoyl)-1,4-benzoquinone imines follow the 1,4-addition pattern, and the adducts undergo intramolecular cyclization to give the corresponding N-substituted 5-amino-1,3-benzoxathiol-2-ones as final products.
• Hydrohalogenation of N-[arylsulfonylimino(phenyl)methyl]-1,4-benzoquinone monoimines having alkyl substituents in the quinoid ring
  作者：A. P. Avdeenko、S. A. Konovalova、V. V. Pirozhenko、O. P. Ledeneva、A. A. Santalova

  DOI：10.1134/s1070428011070116

  日期：2011.7

  Hydrohalogenation of N-[arylsulfonylimino(phenyl)methyl]-2,5(3,5)-dimethyl-1,4-benzoquinone monoimines follows exclusively the 1,4-addition pattern, whereas N-[arylsulfonylimino(phenyl)methyl]-2,6-dimethyl-1,4-benzoquinone monoimines take up hydrogen halides according to the 6,3-addition scheme.