N,N′-prop-1-en-1-yl-3-ylidene-bis(4-methoxyaniline) | 25419-64-1

• 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′-prop-1-en-1-yl-3-ylidene-bis(4-methoxyaniline)
• 英文别名: 3-p-anisidino-acrylaldehyde-(4-methoxy-phenylimine)；N-(3-p-Anisidino-allyliden)-p-anisidin；3-p-Anisidino-acrylaldehyd-(4-methoxy-phenylimin)；1--3--propen-(1)；1-(4-Methoxyanilino)-3-(4-methoxyphenylimino)-propen；4-methoxy-N-[3-(4-methoxyphenyl)iminoprop-1-enyl]aniline
• CAS: 25419-64-1
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: LORCEWWAJPOOFS-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C(Solv: benzene (71-43-2))
• 沸点：
  441.3±45.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N′-prop-1-en-1-yl-3-ylidene-bis(4-methoxyaniline) 在 水 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以15%的产率得到甲氧苯胺
  参考文献：
  名称：

  Hydrolysis of malonaldehyde dianil and .BETA.-arylaminoacrolein derivatives.

  摘要：

  β-芳基氨基丙烯醛的可逆水解生成芳胺和丙二醛的动力学研究。评估了氢离子催化系数 (kH+) 和 β-芳基氨基丙烯醛的共轭酸的离解常数 (KBH+)。kH+ 和 KBH+ 的 Hammett 图呈线性。log kH+ 和 pKBH+ 的值分别通过方程 log kH+=1.38σ-2.81 和 pKBH+=-1.20σ+0.90 表示。丙二醛二苯胺的可逆水解生成 β-芳基氨基丙烯醛和芳胺的过程也被考察，以其与 β-芳基氨基丙烯醛的水解进行比较。在弱酸性条件下，通过丙二醛二苯胺的水解成功制备了 β-芳基氨基丙烯醛。

  DOI：

  10.1248/cpb.28.2356
• 作为产物：
  描述：

  甲氧苯胺 、 beta-乙氧基丙烯醛 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 生成 N,N′-prop-1-en-1-yl-3-ylidene-bis(4-methoxyaniline)
  参考文献：
  名称：

  β-Arylaminoacrolein Derivatives. I. The Investigation of Combes Reaction and the Syntheses of β-Arylaminoacrolein Derivatives as the Possible Reactant

  摘要：

  Combes反应的局限性被重新研究。迄今为止认为在硫酸中不易发生环化脱水的4-(4-氯苯胺基)-3-戊烯-2-酮(III)，在较高温度下反应生成了2,4-二甲基-6-氯喹啉(IV)。然而，4-苯胺基-3-丁烯-2-酮(V)在浓硫酸中被磺化，反应混合物中未检测到喹啉类化合物。4-(4-氯苯胺基)-3-丁烯-2-酮(VI)在含有硫酸的二氧六环中环化脱水，低产率地生成了6-氯喹哪啶(VIII)。β-苯胺基丙烯醛(X)，Combes反应的可能反应物及其衍生物被合成以供进一步研究，并通过化学证据和红外光谱、核磁共振(NMR)光谱确认了它们的结构。利用NMR光谱对β-芳胺基丙烯醛在三种溶剂中的构象进行了分析。

  DOI：

  10.1248/cpb.21.2105

文献信息

• Structure of β-diketiminates and β-aminoketones made from anisidines or chloroanilines: tin and lithium complexes
  作者：Roman Olejník、Zdeňka Padělková、Michal Horáček、Aleš Růžička

  DOI：10.1515/mgmc-2012-0002

  日期：2012.1.1

  prepared and studied by IR, 1H and 13C NMR spectroscopy in solution and X-ray diffraction techniques in solid state. The crystal structures of [2-(MeO)C6H4]N=(H)-CCH(H)C[2-(MeO)C6H4]NH.HCl,[2-(MeO)C6H4]N=(H)CCH(H)C[2-(MeO)C6H4]NH, [4-(MeO)C6H4]N=(H)CCH-(H)C[4-(MeO)C6H4]NH, [4-ClC6H4]N(H)(Me)CCH(Me)C=O, [2-(MeO)C6H4]N=(Me)CCH(Me)C[2-(MeO)C6H4]NH and 7-methoxy-2,4-dimethylquinoline-toluenesulfonylacid adduct

  摘要 制备了三个系列的甲氧基苯基取代的β-二酮亚胺、β-烯氨基酮和氯苯基β-烯氨基酮配体，并通过IR、1H和13C NMR光谱和固态X射线衍射技术进行了研究。[2-(MeO)C6H4]N=(H)-CCH(H)C[2-(MeO)C6H4]NH.HCl,[2-(MeO)C6H4]N=(H)CCH( H)C[2-(MeO)C6H4]NH，[4-(MeO)C6H4]N=(H)CCH-(H)C[4-(MeO)C6H4]NH，[4-ClC6H4]N(H) )(Me)CCH(Me)C=O, [2-(MeO)C6H4]N=(Me)CCH(Me)C[2-(MeO)C6H4]NH 和 7-甲氧基-2,4-二甲基喹啉-确定了作为配体的甲苯磺酸加合物、它们的前体和在 [3-(MeO)C6H4]N(H)(Me)CCH(Me)C=O 合成过程中分离的副产物。间甲氧基苯基取代的β-烯胺酮配体之一已用正丁基锂处理，得到
• Bredereck,H. et al., Chemische Berichte, 1970, vol. 103, p. 222 - 235
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• An Immunohistochemical Study of the Distribution of the Measles Virus Receptors, CD46 and SLAM, in Normal Human Tissues and Subacute Sclerosing Panencephalitis
  作者：Stephen McQuaid、Sara Louise Cosby

  DOI：10.1038/labinvest.3780434

  日期：2002.4

  We have compared the expression of the known measles virus (MV) receptors, membrane cofactor protein (CD46) and the signaling lymphocyte-activation molecule (SLAM), using immunohistochemistry, in a range of normal peripheral tissues (known to be infected by MV) as well as in normal and subacute sclerosing panencephalitis (SSPE) brain. To increase our understanding of how these receptors could be utilized by wild-type or vaccine strains in vivo, the results have been considered with regard to the known route of infection and systemic spread of MV. Strong staining for CD46 was observed in endothelial cells lining blood vessels and in epithelial cells and tissue macrophages in a wide range of peripheral tissues, as well as in Langerhans' and squamous cells in the skin. In lymphoid tissues and blood, subsets of cells were positive for SLAM, in comparison to CD46, which stained all nucleated cell types. Strong CD46 staining was observed on cerebral endothelium throughout the brain and also on ependymal cells lining the ventricles and choroid plexus. Comparatively weaker CD46 staining was observed on subsets of neurons and oligodendrocytes. In SSPE brain sections, the areas distant from lesion sites and negative for MV by immunocytochemistry showed the same distribution for CD46 as in normal brain. However, cells in lesions, positive for MV, were negative for CD46. Normal brain showed no staining for SLAM, and in SSPE brain only subsets of leukocytes in inflammatory infiltrates were positive. None of the cell types most commonly infected by MV show detectable expression of SLAM, whereas CD46 is much more widely expressed and could fulfill a receptor function for some wild-type strains. In the case of wild-type stains, which are unable to use CD46, a further as yet unknown receptor(s) would be necessary to fully explain the pathology of MV infection.
• Fischer,G.W., Chemische Berichte, 1969, vol. 102, p. 2609 - 2620
  作者：Fischer,G.W.

  DOI：——

  日期：——
• Reliquet,A. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1976, vol. 282, p. 129 - 131
  作者：Reliquet,A. et al.

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  日期：——