1-(5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylurea | 1174550-31-2

• 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: 1-(5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylurea
• 英文别名: 1-(5-Isopropyl-2-methyl-4-oxocyclohexa-2,5-di-en-1-ylidene)-3-phenylurea；1-(2-methyl-4-oxo-5-propan-2-ylcyclohexa-2,5-dien-1-ylidene)-3-phenylurea
• CAS: 1174550-31-2
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: QNNCQYKPKYVHPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylurea 在 sodium azide 、 溶剂黄146 作用下， 生成 1-(3-azido-4-hydroxy-5-isopropyl-2-methylphenyl)-3-phenylurea
  参考文献：
  名称：

  Reaction of N-arylcarbamoyl-1,4-benzoquinone imines with sodium azide

  摘要：

  N-Arylcarbamoyl-1,4-benzoquinone imines reacted with sodium azide in completely regioselective fashion according to the 1,4-addition pattern with formation of 1-(3-azido-4-hydroxyphenyl)-3-arylureas. The reaction of N-arylcarbamoyl-2,6-dichloro-3,5-dimethyl-1,4-benzoquinone imines with sodium azide afforded N-arylcarbamoyl-2,6-diazido-3,5-dimethyl-1,4-benzoquinone imines as a result of nucleophilic substitution of the chlorine atoms.

  DOI：

  10.1134/s1070428014030075
• 作为产物：
  描述：

  1-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-phenylurea 在 碘苯二乙酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 以38%的产率得到1-(5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylurea
  参考文献：
  名称：

  Synthesis and structure of N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone imines

  摘要：

  New N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone imines were synthesized by reaction of isocyanates with the corresponding substituted 4-aminophenols, and their structure was determined on the basis of H-1 and C-13 NMR spectra and X-ray diffraction data.

  DOI：

  10.1134/s1070428008120075

文献信息

• Reaction of N-arylcarbamoyl-1,4-benzoquinone imines with sodium arenesulfinates
  作者：S. A. Konovalova、A. P. Avdeenko、A. G. Sergeeva、Yu. V. Menafova

  DOI：10.1134/s1070428014090103

  日期：2014.9

  N-Arylcarbamoyl-1,4-benzoquinone imines possessing at least one free ortho position with respect to the carbonyl carbon atom in the quinoid ring react with sodium arenesulfinates according to the nucleophilic 1,4-addition pattern with complete regioselectivity. If both ortho positions are occupied, the reaction gives a mixture of products where the major ones are 1,6- and 6,1-adducts formed according to the radical ion mechanism.