<4-Methyl-phenylamino>-<3,4-dimethoxy-phenyl>-acetonitril | 98281-55-1

• 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: <4-Methyl-phenylamino>-<3,4-dimethoxy-phenyl>-acetonitril
• 英文别名: 2-(3,4-Dimethoxyphenyl)-2-(4-methylanilino)acetonitrile
• CAS: 98281-55-1
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: DNBQWQQLQKYLLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  <4-Methyl-phenylamino>-<3,4-dimethoxy-phenyl>-acetonitril 在 盐酸 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 生成 N-Nitroso-<4-methyl-phenylamino>-<3,4-dimethoxy-phenyl>-acetonitril
  参考文献：
  名称：

  杂环系列中的药物化学研究，第35部分。关于sydnonimine。一，亚磺胺盐的生产及性质

  摘要：

  已经研究了不同类型的亚磺胺盐的合成和性质。已经检查了这些包含不同类型酸组分的盐的稳定性，并描述了它们对碱和酸以及催化氢化的行为。给出并讨论了许多这些化合物的UV-和NMR光谱。

  DOI：

  10.1002/hlca.19620450713
• 作为产物：
  描述：

  potassium cyanide 、 1,2-二甲氧基-4-[[(4-甲基苯基)亚氨基]甲基]苯 在 十六烷基三甲基溴化铵 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 <4-Methyl-phenylamino>-<3,4-dimethoxy-phenyl>-acetonitril
  参考文献：
  名称：

  Approaches to the Construction of Substituted 4-Amino-1H-pyrrol-2(5H)-ones

  摘要：

  Fully substituted 4-aminopyrrolones are easily accessed via simple routes starting from imines, ketones, or alpha-bromophenyl acetonitriles. Imines were reacted with KCN/NH4Cl in aqueous ethanol to produce alpha-arylamino benzyl cyanides. On the other hand, ketones were transformed to the desired alpha-amino nitriles using a modified Strecker reaction. Then, alpha-amino nitrile precursors were allowed to react with a suitable acyl halide to produce the corresponding amides. Further treatment of these amides with ethanolic KOH converted them to highly substituted 4-amino-1H-pyrrol-2(5H)-one derivatives in moderate to excellent yields.

  DOI：

  10.1021/jo3004309

文献信息

• Cycloaddition Reactions of N-Sulphdvylanilines and N-(αCyano-α-aryl)-Methylanilines
  作者：Kewal Krishan Singal、Baldev Singh、Baldev Raj

  DOI：10.1080/00397919908086052

  日期：1999.3

  Abstract Through the cycloaddition of N-(α-cyano-α-aryl)-methylanilines (II) on to N-sulphinylanilines (III) are synthesized 2,3,5-triaryl-4-imino-2H, 3H, 5H-[1.2.5]thiadiazoIidin-l-oxides (TV) in aood vields.

  摘要 通过 N-(α-氰基-α-芳基)-甲基苯胺 (II) 与 N-亚磺基苯胺 (III) 的环加成反应合成了 2,3,5-三芳基-4-亚氨基-2H, 3H, 5H-[ 1.2.5]aood 领域中的 thiadiazolidin-l-oxides (TV)。
• Singal, Kewal Krishan; Singh, Baldev, Synthetic Communications, 1985, vol. 15, # 9, p. 829 - 836
  作者：Singal, Kewal Krishan、Singh, Baldev

  DOI：——

  日期：——
• Approaches to the Construction of Substituted 4-Amino-1<i>H</i>-pyrrol-2(5<i>H</i>)-ones
  作者：Hassan Zali-Boeini、Mehdi Mobin、Khadijeh Hajibabaei、Maryam Ghani

  DOI：10.1021/jo3004309

  日期：2012.7.6

  Fully substituted 4-aminopyrrolones are easily accessed via simple routes starting from imines, ketones, or alpha-bromophenyl acetonitriles. Imines were reacted with KCN/NH4Cl in aqueous ethanol to produce alpha-arylamino benzyl cyanides. On the other hand, ketones were transformed to the desired alpha-amino nitriles using a modified Strecker reaction. Then, alpha-amino nitrile precursors were allowed to react with a suitable acyl halide to produce the corresponding amides. Further treatment of these amides with ethanolic KOH converted them to highly substituted 4-amino-1H-pyrrol-2(5H)-one derivatives in moderate to excellent yields.
• Heilmittelchemische Studien In Der Heterocyclischen Reihe 35. Mitteilung. Über Sydnonimine. I. Herstellung und Eigenschaften von Sydnonimin-Salzen
  作者：H. U. Daeniker、J. Druey

  DOI：10.1002/hlca.19620450713

  日期：——

  The synthesis and properties of different types of sydnonimine salts have been investigated. The stability of these salts containing different types of acid components has been examined, and their behaviour towards bases and acids and on catalytic hydrogenation is described. The UV.- and NMR.-spectra of a number of these compounds are given and discussed.

  已经研究了不同类型的亚磺胺盐的合成和性质。已经检查了这些包含不同类型酸组分的盐的稳定性，并描述了它们对碱和酸以及催化氢化的行为。给出并讨论了许多这些化合物的UV-和NMR光谱。