4-(cyano(morpholino)methyl)benzonitrile | 28951-73-7

• 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-(cyano(morpholino)methyl)benzonitrile
• 英文别名: 4-(cyano-morpholin-4-yl-methyl)-benzonitrile；4-[Cyano(4-morpholinyl)methyl]benzonitrile；4-[cyano(morpholin-4-yl)methyl]benzonitrile
• CAS: 28951-73-7
• 化学式: C₁₃H₁₃N₃O
• mdl: MFCD12064668
• 分子量: 227.266
• InChiKey: XRCBMEHPDZIWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  60
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(cyano(morpholino)methyl)benzonitrile 生成 [2-(4-cyanophenyl)-2-morpholin-4-ylethenylidene]azanide
  参考文献：
  名称：

  BORDWELL, F. G.;BAUSCH, MARK J.;CHENG, JIN-PEI;CRIPE, THONAS H.;LYNCH, TS+, J. ORG. CHEM., 55,(1990) N, C. 58-63

  摘要：

  DOI：
• 作为产物：
  描述：

  [2-(4-cyanophenyl)-2-morpholin-4-ylethenylidene]azanide 生成 4-(cyano(morpholino)methyl)benzonitrile
  参考文献：
  名称：

  BORDWELL, F. G.;BAUSCH, MARK J.;CHENG, JIN-PEI;CRIPE, THONAS H.;LYNCH, TS+, J. ORG. CHEM., 55,(1990) N, C. 58-63

  摘要：

  DOI：

文献信息

• A nitrile-stabilized ammonium ylide as a masked C–CN synthon in heterocyclization with amidine–imine: 3-component assembly to fused pyrimidine scaffolds
  作者：Sankar K. Guchhait、Meenu Saini、Divyani Sumkaria、Vikas Chaudhary

  DOI：10.1039/c7cc02946b

  日期：——

  nitrile-stabilized quaternary ammonium ylide as masked C–C=N synthon in contrast to its usual sigmatropic rearrangement has been demonstrated. Its reaction with 2-aminopyridine-derived aldimine undergoes electronically-assisted nucleophilic additions and Hofmann elimination, and provides a new method to access fused-pyrimidines.

  与通常的σ重排相比，已证明，丁腈稳定的季铵盐叶绿素作为掩蔽的CC = N合成子具有独特的反应活性。它与2-氨基吡啶衍生的亚胺的反应经历电子辅助的亲核加成和霍夫曼消除，并提供了一种新的接近嘧啶的方法。
• Propylphosphonic anhydride (T3P®) catalyzed one-pot synthesis of α-aminonitriles
  作者：Sirigireddy Sudharsan Reddy、Bhoomireddy Rajendra Prasad Reddy、Peddiahgari Vasu Govardhana Reddy

  DOI：10.1016/j.cclet.2015.03.021

  日期：2015.6

  The Strecker reaction was performed via a one-pot three component condensation of hetero aromatic/aromatic aldehydes, secondary amines and trimetylsilyl cyanide in the presence of propylphosphonic anhydride (T3P®) to accomplish the corresponding α-aminonitriles. The main advantages of this method are very short reaction time and excellent yields.

  所述的Strecker反应，进行经由杂芳族/芳族醛，仲胺和trimetylsilyl氰化物在丙基膦酸酐（T3P的存在一锅三个组分缩合®）来完成相应的α氨基腈。该方法的主要优点是非常短的反应时间和优异的产率。
• Deuteriation and tritiation of aryl aldehydes in the formyl group and the synthesis of (±)-3,4-dihydroxy[β-²H₂]phenylalanine
  作者：D. J. Bennett、G. W. Kirby、V. A. Moss

  DOI：10.1039/j39700002049

  日期：——

  Aryl aldehydes have been converted into the corresponding α-aryl-α-morpholinoacetonitriles and thence, by treatment with base, into the derived benzylic anions. Quenching of these anions with deuterium oxide or tritiated water, followed by hydrolysis with mineral acid, gave formly-labelled aldehydes. [formyl-2H]-3,4-Dimethoxy-benzaldehyde gave, when heated with alkali, [methylene-2H2]-3,4-dimethoxybenzyl

  芳醛已被转化为相应的α-芳基-α-吗啉代乙腈，并因此通过用碱处理而转化为衍生的苄基阴离子。将这些阴离子用氧化氘或ti化水淬灭，然后用无机酸水解，得到形式标记的醛。[甲酰基- 2 H] -3,4-二甲氧基-苯甲醛，得到，当与碱，[加热亚甲基- 2 ħ 2 ] -3,4-二甲氧基苄醇，合成的方便的起始原料（±）-3， 1,4-二羟基[β- 2 ħ 2 ]苯丙氨酸。
• Steric inhibition of synergistic radical stabilizing effects
  作者：F. G. Bordwell、Mark J. Bausch、Jin Pei Cheng、Thomas H. Cripe、Tsuei Yun Lynch、Mark E. Mueller

  DOI：10.1021/jo00288a012

  日期：1990.1