benzyl 4-(3-aminophenyl)piperazine-1-carboxylate | 1529792-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: benzyl 4-(3-aminophenyl)piperazine-1-carboxylate
• CAS: 1529792-95-7
• 化学式: C₁₈H₂₁N₃O₂
• 分子量: 311.384
• InChiKey: AEAZYZQGVRTONH-UHFFFAOYSA-N

物化性质

• 沸点：
  524.2±50.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  58.8
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5,8-dioxo-5,8-dihydronaphthalene-1-sulfonamide 、 benzyl 4-(3-aminophenyl)piperazine-1-carboxylate 在 copper(II) acetate monohydrate 作用下， 以 水 、 溶剂黄146 为溶剂， 以34%的产率得到benzyl 4-(3-(1,4-dioxo-5-sulfamoyl-1,4-dihydronaphthalen-2-ylamino)phenyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Regioselective one-pot C–N coupling of substituted naphthoquinones: selective intramolecular ring fusion of sulfonamides

  摘要：

  The first one-pot copper-catalyzed highly regioselective C - N bond formation between aryl/alkyl amines and sulfonamide-substituted naphthoquinones was accomplished. Facile chemoselective routes obtained diverse ring-opening 6-amino/anilino-naphthalen-dione-1-sulfonamides and ring-fused 6-amino/aniline5H-naphth[1,8-cd]isothiazol-5-one,1,1 -dioxides with great functional group tolerance. Regiochemistry was confirmed by 1D- and 2D-NMRs. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.041
• 作为产物：
  描述：

  3-(1-哌嗪)-苯胺(9ci) 、 氯甲酸苄酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到benzyl 4-(3-aminophenyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Regioselective one-pot C–N coupling of substituted naphthoquinones: selective intramolecular ring fusion of sulfonamides

  摘要：

  The first one-pot copper-catalyzed highly regioselective C - N bond formation between aryl/alkyl amines and sulfonamide-substituted naphthoquinones was accomplished. Facile chemoselective routes obtained diverse ring-opening 6-amino/anilino-naphthalen-dione-1-sulfonamides and ring-fused 6-amino/aniline5H-naphth[1,8-cd]isothiazol-5-one,1,1 -dioxides with great functional group tolerance. Regiochemistry was confirmed by 1D- and 2D-NMRs. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.041