(4-Nitro-phenyl)-p-tolylamino-acetonitrile | 38565-12-7

• 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-Nitro-phenyl)-p-tolylamino-acetonitrile
• 英文别名: 2-(4-Methylanilino)-2-(4-nitrophenyl)acetonitrile
• CAS: 38565-12-7
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: FPNOMFXTSNSPQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  81.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-Nitro-phenyl)-p-tolylamino-acetonitrile 、 N-亚磺酰苯胺 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 0.47h， 以67%的产率得到3-(4-nitrophenyl)-4-imino-5-phenyl-2-(4-tolyl)-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxide
  参考文献：
  名称：

  Synthesis of 4-Imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxide through Cycloaddition Reaction of N-Sulphinylanilines and N-(α-Cyano-α-aryl)-methylanilines

  摘要：

  Through the normal mode of cycloaddition reaction of N‐(α‐cyano‐α‐aryl)‐methylanilines (II) onto N‐sulphinylanilines (III) has provided 2,3,5‐triaryl‐4‐imino‐2H,3H,5H‐[1,2,5]thiadiazolidin‐1‐oxides (IV). The present protocol has advantage of convenient operation to synthesize heterocyclics in good yield.

  DOI：

  10.1002/jhet.1828
• 作为产物：
  描述：

  对硝基苯甲醛 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 生成 (4-Nitro-phenyl)-p-tolylamino-acetonitrile
  参考文献：
  名称：

  Synthesis of 4-Imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxide through Cycloaddition Reaction of N-Sulphinylanilines and N-(α-Cyano-α-aryl)-methylanilines

  摘要：

  Through the normal mode of cycloaddition reaction of N‐(α‐cyano‐α‐aryl)‐methylanilines (II) onto N‐sulphinylanilines (III) has provided 2,3,5‐triaryl‐4‐imino‐2H,3H,5H‐[1,2,5]thiadiazolidin‐1‐oxides (IV). The present protocol has advantage of convenient operation to synthesize heterocyclics in good yield.

  DOI：

  10.1002/jhet.1828

文献信息

• Synthesis of novel magnetic nanoparticles with urea or urethane moieties: Applications as catalysts in the Strecker synthesis of α-aminonitriles
  作者：Saeed Baghery、Mohammad Ali Zolfigol、Romana Schirhagl、Masoumeh Hasani、Marc C.A. Stuart、Andreas Nagl

  DOI：10.1002/aoc.3883

  日期：2017.12

  Four novel magnetic nanoparticle catalysts with urea or urethane moieties are reported. The silica‐coated magnetic nanoparticles were simply functionalized via addition of 3‐(triethoxysilyl)propylisocyanate (TESPIC), amine or amino alcohol. TESPIC with dual labile functional groups was used as a suitable precursor for the synthesis of urethane‐based catalysts. The newly synthesized catalysts were fully

  报道了四种具有脲或氨基甲酸酯部分的新型磁性纳米颗粒催化剂。通过添加3-（三乙氧基甲硅烷基）丙基异氰酸酯（TESPIC），胺或氨基醇，可以简单地对二氧化硅涂覆的磁性纳米颗粒进行功能化。具有双不稳定官能团的TESPIC被用作合成氨基甲酸酯基催化剂的合适前体。使用多种技术对新合成的催化剂进行了全面表征。这些功能化的磁性纳米颗粒在无溶剂条件下于50°C的Strecker合成α-氨基腈衍生物中用作可重复使用的催化剂。
• Chitosan: a highly efficient renewable and recoverable bio-polymer catalyst for the expeditious synthesis of α-amino nitriles and imines under mild conditions
  作者：Mohammad G. Dekamin、Mojtaba Azimoshan、Leila Ramezani

  DOI：10.1039/c3gc36901c

  日期：——

  Bronsted or Lewis acid centers – was found to be a highly efficient renewable and recoverable bio-polymer catalyst for the rapid and convenient synthesis of α-amino nitriles or imines from aromatic aldehydes and amines under mild reaction conditions at room temperature in high to quantitative yields. The α-amino nitrile derivatives were prepared through the Strecker reaction using trimethylsilyl cyanide

  商业的 壳聚糖 –未经任何活性的Bronsted或Lewis酸中心的后修饰–被发现是一种高效的可再生和可回收的生物聚合物 催化剂 用于快速方便地合成α-氨基 腈 或者 亚胺 来自芳香族 醛类 和 胺类在室温下在温和的反应条件下以高产率至定量产率。α-氨基腈衍生物是通过Strecker反应使用三甲基甲硅烷基氰化物 （TMSCN）并由 壳聚糖 作为非均相双功能有机催化剂。
• Nano magnetic sulfated zirconia (Fe₃O₄@ZrO₂/SO₄²⁻): an efficient solid acid catalyst for the green synthesis of α-aminonitriles and imines
  作者：Hossein Ghafuri、Afsaneh Rashidizadeh、Behnaz Ghorbani、Majid Talebi

  DOI：10.1039/c5nj00314h

  日期：——

  In this research, nano magnetic sulfated zirconia was prepared through a green and facile method and acted as a novel, heterogeneous, efficient nano-catalyst for the one-pot three component synthesis of α-aminonitrile derivatives.

  在这项研究中，通过一种绿色简便的方法制备了纳米磁性硫酸锆，它作为一种新颖的、异质的、高效的纳米催化剂，用于一锅法合成α-氨基腈衍生物。
• Aqueous formic acid: an efficient, inexpensive and environmentally friendly organocatalyst for three-component Strecker synthesis of α-aminonitriles and imines with excellent yields
  作者：Hossein Ghafuri、Mahdi Roshani

  DOI：10.1039/c4ra11957f

  日期：——

  Aqueous formic acid (37%) was effectively used as catalyst in Strecker reaction to afford α-aminonitriles and imines in high yields.

  水甲酸（37%）在 Strecker 反应中有效地被用作催化剂，可以高产率地生成 α-氨基腈和亚胺。
• Synthesis and characterization of an acidic nanostructure based on magnetic polyvinyl alcohol as an efficient heterogeneous nanocatalyst for the synthesis of α-aminonitriles
  作者：Ali Maleki、Jamal Rahimi、Zoleikha Hajizadeh、Maryam Niksefat

  DOI：10.1016/j.jorganchem.2018.12.002

  日期：2019.2

  the morphological, chemical and physical properties of the prepared nanocatalyst. All these results confirmed the successful synthesis of Fe3O4@PVA-SO3H. This heterogeneous nanocatalyst was then successfully used for the synthesis of α-aminonitrile derivatives by starting from an aldehyde, an aniline and trimethylsilyl cyanide (TMSCN). High efficiency, green chemistry properties, simple and easy separation

  本研究描述了一种基于聚乙烯醇（PVA）的新型磁性纳米复合材料的设计，制备和表征，该复合材料是无毒，水溶性，高机械稳定性和低成本的聚合物。傅里叶变换红外（FT-IR）光谱，场发射扫描电子显微镜（FE-SEM）图像，透射电子显微镜（TEM）图像，X射线衍射（XRD）模式，能量色散X射线（EDX）分析用热重（TG）分析法描述了所制备纳米催化剂的形貌，化学和物理性质。所有这些结果证实了Fe 3 O 4 @ PVA-SO 3的成功合成。H.这种多相纳米催化剂随后通过从醛，苯胺和三甲基甲硅烷基氰化物（TMSCN）开始成功地用于合成α-氨基腈衍生物。高效，绿色化学性质，简单容易的分离是这种纳米复合材料的特殊性质。Fe 3 O 4 @ PVA-SO 3 H可以通过外部磁体产生，可以重复使用十次，而不会改变其结构。