N-(4-methylphenylsulfonyl)-N'-(2,6-dimethyl-4-oxo-2,5-cyclohexadienylidene)acetamidine

• 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-methylphenylsulfonyl)-N'-(2,6-dimethyl-4-oxo-2,5-cyclohexadienylidene)acetamidine
• 英文别名: N-(2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-N'-(4-methylphenyl)sulfonylethanimidamide
• 化学式: C₁₇H₁₈N₂O₃S
• 分子量: 330.408
• InChiKey: ZOVMZZCGOIFMHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-methylphenylsulfonyl)-N'-(2,6-dimethyl-4-oxo-2,5-cyclohexadienylidene)acetamidine 在 sodium azide 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以81%的产率得到N-[1-(3-Azido-4-hydroxy-2,6-dimethyl-phenylamino)-eth-(E)-ylidene]-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  Reaction of N-acyl-and N-[N-arylsulfonylbenz(acet)imidoyl]-1,4-benzoquinone monoimines with hydrazoic acid

  摘要：

  N-Aroyl-3,5-dimethyl- and N-[N-arylsulfonylbenz(acet)imidoyl]-3,5-dimethyl-1,4-benzoquinone monoimines react with hydrazoic acid according to the 1,4-addition pattern. N-Acyl-2,3,5,6-tetrachloro-1,4-benzoquinone monoimines take up hydrazoic acid at the double C=N bond (1,2-addition).

  DOI：

  10.1134/s1070428006060108
• 作为产物：
  描述：

  N-(4-hydroxy-2,6-dimethylphenyl)-N′-tosylacetamidine 在 lead(IV) tetraacetate 、 溶剂黄146 作用下， 生成 N-(4-methylphenylsulfonyl)-N'-(2,6-dimethyl-4-oxo-2,5-cyclohexadienylidene)acetamidine
  参考文献：
  名称：

  N-乙酰基和N-[1-（芳基磺酰亚胺基）乙基] -1,4-苯醌亚胺与芳烃亚磺酸钠的反应

  摘要：

  根据1,4，在醌环的2-和/或6-位没有取代基的N-乙酰基和N- [1-（芳基磺酰亚胺基）乙基] -1,4-苯醌亚胺优先与芳烃亚磺酸钠反应-加法模式。ArSO 2 N基团的存在有利于自由基离子反应并形成1，6-加成产物。

  DOI：

  10.1134/s1070428014090097

文献信息

• Reaction of N-acetyl- and N-[1-(arylsulfonylimino)ethyl]-1,4-benzoquinone imines with sodium arenesulfinates
  作者：S. A. Konovalova、A. P. Avdeenko、V. V. Pirozhenko、O. P. Ledeneva、A. A. Santalova

  DOI：10.1134/s1070428014090097

  日期：2014.9

  N-Acetyl- and N-[1-(arylsulfonylimino)ethyl]-1,4-benzoquinone imines having no substituent in the 2- and/or 6-position of the quinoid ring react with sodium arenesulfinates preferentially according to the 1,4-addition pattern. The presence of an ArSO2N group favors radical ion reaction with formation of 1,6-addition products.

  根据1,4，在醌环的2-和/或6-位没有取代基的N-乙酰基和N- [1-（芳基磺酰亚胺基）乙基] -1,4-苯醌亚胺优先与芳烃亚磺酸钠反应-加法模式。ArSO 2 N基团的存在有利于自由基离子反应并形成1，6-加成产物。
• ——
  作者：A. P. Avdeenko、I. L. Marchenko

  DOI：10.1023/a:1013860204257

  日期：——

  N-[N-Arylsulfonylbenz(acet)imidoyl]-3,5-dimethyl-1,4-benzoquinonimines react with alcohols to give the corresponding adducts at the activated C=N bond. The adducts lose alcohol molecule on heating to afford initial quinonimines. Hydrolysis of the title compounds leads to formation of the corresponding quinones and N-arylsulfonylamidines.
• Thiocyanation of N-aryl, N-acetyl, and N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine
  作者：S. A. Konovalova、A. P. Avdeenko、O. P. Ledeneva、A. L. Yusina、V. V. Pirozhenko、O. V. Shishkin、G. V. Palamarchuk

  DOI：10.1134/s1070428014050042

  日期：2014.5

  N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine with alkyl substituents in the quinoid ring have been synthesized and their spectral characteristics were determined. The thiocyanation of N-aryl, N-acetyl, and N-[arylsulfonylimino(methyl)methyl] derivatives of 1,4-benzoquinone monoimine depending on the LUMO energy of the initial quinone monoamine affords derivatives of benzo[d][1,3]oxathiol-2-ones and benzo[d]oxazole-2(3H)-thiones.
• Reaction of N-acyl-and N-[N-arylsulfonylbenz(acet)imidoyl]-1,4-benzoquinone monoimines with hydrazoic acid
  作者：A. P. Avdeenko、I. L. Marchenko

  DOI：10.1134/s1070428006060108

  日期：2006.6

  N-Aroyl-3,5-dimethyl- and N-[N-arylsulfonylbenz(acet)imidoyl]-3,5-dimethyl-1,4-benzoquinone monoimines react with hydrazoic acid according to the 1,4-addition pattern. N-Acyl-2,3,5,6-tetrachloro-1,4-benzoquinone monoimines take up hydrazoic acid at the double C=N bond (1,2-addition).