N4,N4′-dimethoxy-N4,N4′-dimethyl-[1,1′-biphenyl]-4,4′-dicarboxamide | 1306651-93-3

• 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: N4,N4′-dimethoxy-N4,N4′-dimethyl-[1,1′-biphenyl]-4,4′-dicarboxamide
• 英文别名: N4,N4'-dimethoxy-N4,N4'-dimethylbiphenyl-4,4'-dicarboxamide
• CAS: 1306651-93-3
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: DCEHZSBJPGYHRT-UHFFFAOYSA-N

物化性质

• 沸点：
  553.6±43.0 °C(predicted)
• 密度：
  1.181±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N4,N4′-dimethoxy-N4,N4′-dimethyl-[1,1′-biphenyl]-4,4′-dicarboxamide 、 2,2-dimethyl-6-(2-oxopropyl)-4H-1,3-dioxin-4-one 在 lithium diisopropyl amide 、 diethylzinc 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.67h， 生成
  参考文献：
  名称：

  Efficient two directional syntheses of a homophthalate ester and novel resorcylate oligomers

  摘要：

  Thermolysis of 6,6'-(2-oxopropane-1,3-diyl)bis(2,2-dimethyl-4H-1,3-dioxin-4-one) in the presence of methanol gave a triketo-ester which subsequently aromatized to provide a synthetically useful homophthalate ester. Enolate C-acylation in the presence of diethylzinc was used to synthesize other double diketo-dioxinones, which on cyclization, aromatization and dioxinone ring opening gave novel double resorcylate derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.100
• 作为产物：
  描述：

  二甲羟胺盐酸盐 、 4,4'-苯偶酰氯 在 吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 N4,N4′-dimethoxy-N4,N4′-dimethyl-[1,1′-biphenyl]-4,4′-dicarboxamide
  参考文献：
  名称：

  Efficient two directional syntheses of a homophthalate ester and novel resorcylate oligomers

  摘要：

  Thermolysis of 6,6'-(2-oxopropane-1,3-diyl)bis(2,2-dimethyl-4H-1,3-dioxin-4-one) in the presence of methanol gave a triketo-ester which subsequently aromatized to provide a synthetically useful homophthalate ester. Enolate C-acylation in the presence of diethylzinc was used to synthesize other double diketo-dioxinones, which on cyclization, aromatization and dioxinone ring opening gave novel double resorcylate derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.100

文献信息

• Pd(OAc)₂/DABCO as an efficient and phosphine-free catalytic system for the synthesis of single and double Weinreb amides by the aminocarbonylation of aryl iodides
  作者：Sandip T. Gadge、Bhalchandra M. Bhanage

  DOI：10.1039/c4ob00729h

  日期：——

  This work reports a mild, stable and efficient Pd(OAc)2/DABCO catalysed protocol for the synthesis of single and double Weinreb amides. Double Weinreb amides, having 1,4-phenylene- and biphenylene-linkers – important backbones for the synthesis of biologically active symmetrical resorcylate oligomer units – were synthesized by the double carbonylation of aryl diiodides. Notably, the reaction does not

  这项工作报告了温和，稳定和有效的钯（OAc）2 / DABCO催化协议的单一和双重韦恩勒布酰胺的合成。通过芳基二碘化物的双羰基化反应，合成了具有1,4-亚苯基和联亚苯基接头的双Weinreb酰胺，这是合成生物活性对称间苯二酸酯低聚物单元的重要骨架。值得注意的是，该反应不需要任何昂贵的或对空气/湿气敏感的膦配体。发现DABCO是一氧化碳的大气压下，Pd（OAc）2催化芳基碘化物羰基化的廉价且稳定的配体，并提供了优异的单和双Weinreb酰胺收率。