N,N’-(4-nitrophenylmethylene)dimethylcarboxamide | 1359940-96-7

• 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: N,N’-(4-nitrophenylmethylene)dimethylcarboxamide
• 英文别名: N,N'-di(methoxycarbonyl)(4-nitrophenyl)-methanediamine；N,N'-di(methoxycarbonyl)(4-nitrophenyl)methanediamine；methyl N-[(methoxycarbonylamino)-(4-nitrophenyl)methyl]carbamate
• CAS: 1359940-96-7
• 化学式: C₁₁H₁₃N₃O₆
• 分子量: 283.241
• InChiKey: AKHFXPMRYBXGBC-UHFFFAOYSA-N

物化性质

• 沸点：
  509.5±50.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N’-(4-nitrophenylmethylene)dimethylcarboxamide 、 (Z)-1-(trimethylsilyl)dodec-1-ene 在 silver hexafluoroantimonate 、 platinum(II) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以36%的产率得到
  参考文献：
  名称：

  Platinum-catalyzed allylation of carbon electrophiles with alkenylsilanes

  摘要：

  In the presence of catalytic amounts of PtCl2 and AgSbF6, (Z)-alkenylsilanes react with various carbon electrophiles at the gamma-position to give allylation products. A plausible mechanism for the Pt-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.12.077
• 作为产物：
  描述：

  对硝基苯甲醛 、 氨基甲酸甲酯 在 nano-SnCl₄*SiO₂ 作用下， 以 正己烷 为溶剂， 反应 0.81h， 以85%的产率得到N,N’-(4-nitrophenylmethylene)dimethylcarboxamide
  参考文献：
  名称：

  Tandem synthesis of N,N′-alkylidenebisamides promoted by nano-SnCl4.SiO2

  摘要：

  描述了一种高效的制备N,N' -烯丙基双酰胺的程序，该过程在纳米SnCl4.SiO2催化剂的存在下进行。N,N' -烯丙基双酰胺是通过各种醛和酰胺的缩合反应制备的。所有反应均以高产率和适中的短反应时间进行。

  DOI：

  10.1007/s12039-013-0519-2

文献信息

• ONE POT PREPARATIONS N,N'-ALKYLIDENE BISAMIDE DERIVATIVES CATALYZED BY NANO-TiCL4.SiO2 WITH ANTIMICROBIAL STUDIES OF SOME PRODUCTS
  作者：SOGHRA KHABNADIDEH、KAMIAR ZOMORODIAN、BI BI FATEMEH MIRJALILI、ELHAM IZADI、LEILA ZAMANI

  DOI：10.4067/s0717-97072016000300005

  日期：——

  2 has been introduced to be an extremely efficient catalyst for the preparation of N,N’ -alkylidene bisamides from various aldehydes and amides under mild conditions. We synthesized this solid Lewis acid catalyst by the reaction of nano-SiO 2 and TiCl 4 . The processor was simple and environmentally benign with high to excellent yields. Our method has the advantages of high yields, simple methodology

  摘要纳米TiCl 4 .SiO 2是一种非常有效的催化剂，用于在温和条件下由各种醛和酰胺制备N，N'-亚烷基双酰胺。我们通过纳米SiO 2和TiCl 4的反应合成了这种固体路易斯酸催化剂。该处理器简单易用，对环境无害，良率极高。我们的方法的优点是产量高，方法简单，后处理容易。根据临床实验室标准协会的建议，通过肉汤微量稀释法确定某些合成化合物的抗微生物和抗真菌活性。关键词：纳米-TiCl 4 .SiO 2，非均相催化剂，N，N'-亚烷基双酰胺，抗真菌，抗菌。电子邮件：
• Molybdate and silica sulfuric acids as heterogeneous alternatives for synthesis of gem-bisamides and bisurides from aldehydes and amides, carbamates, nitriles or urea
  作者：Fatemeh Tamaddon、Hossein Kargar-Shooroki、Abbas Ali Jafari

  DOI：10.1016/j.molcata.2012.12.002

  日期：2013.3

  Molybdate sulfuric acid (MSA) and silica sulfuric acid (SSA) has been prepared and used as efficient solid catalysts for the synthesis of gem-bisamides and bisurides via the one-pot three-component reaction of two moles of amides, nitriles, carbamates or urea with aldehydes. The catalytic efficiency of SSA, MSA, or H2SO4 98% per H+ sites as turnover number (TON), turnover frequency (TOF), and atomic economy (AE) was calculated and compared for quantitative evaluation of catalysts. The AE, TON, and TOF factors show the superiority of the SSA versus MSA and H2SO4. Short reaction times, simple work-up, chemoselectivity, low loading, and reusability of solid acid catalysts are extra advantages than current methods reported in the literature with corrosive acidic catalysts. (C) 2012 Elsevier B.V. All rights reserved.
• Regioselective Allylation of Carbon Electrophiles with Alkenyl­silanes under Dual Catalysis by Cationic Platinum(II) Species
  作者：Katsukiyo Miura、Hidenori Kinoshita、Ryosuke Kizu、Masahiro Horikoshi、Gen Inoue、Masayuki Fujimoto、Masanori Saito、Junji Ichikawa、Akira Hosomi

  DOI：10.1055/s-0035-1560380

  日期：——

  In the presence of catalytic amounts of platinum(II) chloride and silver(I) hexafluoroantimonate, (Z)-alkenylsilanes reacted with various carbon electrophiles (acetals, aminals, carboxylic anhydrides, alkyl chlorides, etc.) at the -position to give allylation products. A plausible mechanism for the platinum-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles, both of which are catalyzed by a cationic platinum(II) species.