N,N'-Bis<4-methoxybenzylidene>-4-methoxyphenylmethanediamine | 119208-80-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N'-Bis<4-methoxybenzylidene>-4-methoxyphenylmethanediamine
• 英文别名: 1-(4-methoxyphenyl)-N,N'-bis[(E)-(4-methoxyphenyl)methylidene]methanediamine；(E)-1-(4-methoxyphenyl)-N-[(4-methoxyphenyl)-[(E)-(4-methoxyphenyl)methylideneamino]methyl]methanimine
• CAS: 119208-80-9
• 化学式: C₂₄H₂₄N₂O₃
• 分子量: 388.466
• InChiKey: ZQFYYAAGWWPBQS-ZZZAPRPPSA-N

物化性质

• 沸点：
  518.9±50.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N'-Bis<4-methoxybenzylidene>-4-methoxyphenylmethanediamine 以80%的产率得到
  参考文献：
  名称：

  TAKAJO T.; KAMBE S.; SAITO K.; HAYASHI T.; SAKURAI A., SYNTHESIS , 1977, NO 9, 647-649

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 ammonium hydroxide 作用下， 反应 5.0h， 生成 N,N'-Bis<4-methoxybenzylidene>-4-methoxyphenylmethanediamine
  参考文献：
  名称：

  A Novel Method for the Synthesis of Bis(1-diethoxyphosphorylalkyl)amines from Diimines

  摘要：

  我们开发出了一种新颖便捷的合成双（1-二乙氧基磷酰烷基）胺的方法。如下所述，在三甲基氯硅烷存在下，用亚磷酸二乙酯处理芳香族二亚胺，可得到双（1-二乙氧基磷酰烷基）胺。用这种方法从简单的起始原料合成双(1-二乙氧基磷酰烷基)胺简便、快速、收率高。

  DOI：

  10.1055/s-2006-942541

文献信息

• Microwave-Assisted Rapid andSelective Synthesis of<i>cis</i>- and<i>trans</i>-2,4,5-Triarylimidazolinesfrom Aromatic Aldehydes
  作者：Takeshi Toru、Hitoshi Uchida、Hirofumi Tanikoshi、Shuichi Nakamura、Paidi Yella Reddy

  DOI：10.1055/s-2003-39906

  日期：——

  Microwave irradiation of a mixture of aromatic aldehydes and hexamethyldisilazane in the presence of a solid catalyst such as alumina afforded methanediamines which were efficiently converted to either cis- or trans-2,4,5-triarylimidazolines depending on the base used. A one-pot selective synthesis of cis- and transimidazolines from aromatic aldehydes was achieved under microwave irradiation.

  在固体催化剂（如氧化铝）存在下对芳香醛和六甲基二硅氮烷的混合物进行微波照射，得到甲二胺，根据所使用的碱，该甲二胺可有效转化为顺式或反式 2,4,5-三芳基咪唑啉。在微波辐射下实现了从芳香醛中一锅选择性合成顺式和反式咪唑啉。
• An Investigation of Imidazole and Oxazole Syntheses Using Aryl-Substituted TosMIC Reagents¹
  作者：Joseph Sisko、Andrew J. Kassick、Mark Mellinger、John J. Filan、Andrew Allen、Mark A. Olsen

  DOI：10.1021/jo991782l

  日期：2000.3.1

  This article describes efficient and mild protocols for preparing polysubstituted imidazoles in a single pot fi om aryl-substituted tosylmethyl isocyanide (TosMIC) reagents and imines generated in situ. Traditional imine-forming reactions employing virtually any aldehyde and amine followed by addition of the TosMIC reagent delivers 1,4,5-trisubstituted imidazoles with predictable regiochemistry. Employing chiral amines and aldehydes, particularly those derived from or-amino acids, affords imidazoles with asymmetric centers appended to N-1 or C-5 with excellent retention of chiral purity. 1,4-Disubstituted imidazoles are also readily prepared by a simple variant of the above procedure. Selecting glyoxylic acid as the aldehyde component of this procedure leads to intermediates such as 48, which readily undergo decarboxylation and elimination oft;he tosyl moiety to deliver 1,4-disubstituted imidazoles in high yields. Alternatively, using NH4OH as the amine component in conjunction with a variety of aldehydes delivers 4,5-disubstituted imidazoles in moderate to good yields in a single pot while avoiding the need for protecting groups. Finally, the facile preparation of mono- and disubstituted oxazoles from these TosMIC reagents and aldehydes is described.
• Weidner, Reinhold; Wuerthwein, Ernst-Ulrich, Chemische Berichte, 1989, vol. 122, p. 1095 - 1106
  作者：Weidner, Reinhold、Wuerthwein, Ernst-Ulrich

  DOI：——

  日期：——
• Synthesis of 2,4,6-Triaryl-1,3,5-dithiazines and<i>N</i>-Arylmethylene-1-thioacylamino-1-arylmethylamines from<i>N</i>,<i>N</i>′-Diarylmethylenearylmethanediamines and Thioamides
  作者：Tokiharu Takajo、Satoshi Kamee、Wataru Ando

  DOI：10.1055/s-1985-31122

  日期：——
• Synthesis of 3,4,5,6,7,8-Hexahydro-2<i>H</i>-4a,8-alkanopyrido[4,3-<i>d</i>]pyrimidines from<i>N</i>,<i>N</i>′-Dibenzylidenephenylmethanediamines and Some 2-Substituted Cyclanones
  作者：Tokiharu Takajo、Satoshi Kambe、Wataru Ando

  DOI：10.1055/s-1982-29889

  日期：——