cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate | 1450735-85-9

• 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: cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate
• 英文别名: Cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate；cyclohexyl N-[4-[(4-methoxyphenyl)methylideneamino]phenyl]carbamate
• CAS: 1450735-85-9
• 化学式: C₂₁H₂₄N₂O₃
• 分子量: 352.433
• InChiKey: YEZRXDFHDKVLRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate 、 氯乙酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.17h， 以76%的产率得到cyclohexyl {4-[3-chloro-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]phenyl}carbamate
  参考文献：
  名称：

  Some chemical transformations of alkyl (4-aminophenyl)carbamates

  摘要：

  Azo coupling of diazonium salts derived from alkyl (4-aminophenyl)carbamates with ethyl alpha-methylacetoacetate gave ethyl 5-alkoxycarbonylamino-1H-indole-2-carboxylates. The condensation of aminophenylcarbamates with aromatic aldehydes in ethanol afforded the corresponding Schiff bases. Cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate reacted with chloroacetyl chloride in dioxane in the presence of triethylamine to produce cyclohexyl {4-[3-chloro-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]phenylcarbamate, and the reaction of benzyl {4-[(4-nitrophenyl)methylidene]aminophenyl}carbamate with sulfanylacetic acid in DMF led to the formation of benzyl {4-[2-(4-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]-phenyl}carbamate.

  DOI：

  10.1134/s1070428013070087
• 作为产物：
  描述：

  cyclohexyl N-(4-aminophenyl)carbamate 、 4-甲氧基苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以89%的产率得到cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate
  参考文献：
  名称：

  Some chemical transformations of alkyl (4-aminophenyl)carbamates

  摘要：

  Azo coupling of diazonium salts derived from alkyl (4-aminophenyl)carbamates with ethyl alpha-methylacetoacetate gave ethyl 5-alkoxycarbonylamino-1H-indole-2-carboxylates. The condensation of aminophenylcarbamates with aromatic aldehydes in ethanol afforded the corresponding Schiff bases. Cyclohexyl {4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate reacted with chloroacetyl chloride in dioxane in the presence of triethylamine to produce cyclohexyl {4-[3-chloro-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]phenylcarbamate, and the reaction of benzyl {4-[(4-nitrophenyl)methylidene]aminophenyl}carbamate with sulfanylacetic acid in DMF led to the formation of benzyl {4-[2-(4-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]-phenyl}carbamate.

  DOI：

  10.1134/s1070428013070087

文献信息

• Some chemical transformations of alkyl (4-aminophenyl)carbamates
  作者：A. V. Velikorodov、V. A. Ionova、S. I. Temirbulatova、M. A. Suvorova

  DOI：10.1134/s1070428013070087

  日期：2013.7

  Azo coupling of diazonium salts derived from alkyl (4-aminophenyl)carbamates with ethyl alpha-methylacetoacetate gave ethyl 5-alkoxycarbonylamino-1H-indole-2-carboxylates. The condensation of aminophenylcarbamates with aromatic aldehydes in ethanol afforded the corresponding Schiff bases. Cyclohexyl 4-[(4-methoxyphenyl)methylidene]aminophenyl}carbamate reacted with chloroacetyl chloride in dioxane in the presence of triethylamine to produce cyclohexyl 4-[3-chloro-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]phenylcarbamate, and the reaction of benzyl 4-[(4-nitrophenyl)methylidene]aminophenyl}carbamate with sulfanylacetic acid in DMF led to the formation of benzyl 4-[2-(4-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]-phenyl}carbamate.