5-氨基-2-硝基苯甲腈 | 72115-08-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-2-硝基苯甲腈
• 英文名称: 5-amino-2-nitrobenzonitrile
• CAS: 72115-08-3
• 化学式: C₇H₅N₃O₂
• 分子量: 163.136
• InChiKey: GMBUMPQPCQSHHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氨基-2-硝基苯甲腈 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 120.0 ℃ 、2.0 MPa 条件下， 生成 2,5-二氨基苯甲腈(14346-13-5)
  参考文献：
  名称：

  페닐렌아민계 화합물 및 이의 제조방법

  摘要：

  本发明涉及苯胺类化合物及其制备方法，更详细地说，可以替代传统的对苯二胺，通过减少废水产生量和使用烃溶剂，使得产物纯度更高，烃溶剂回收更容易，从而降低初始投资成本并节约生产成本的苯胺类化合物及其制备方法。

  公开号：

  KR20170003271A
• 作为产物：
  描述：

  2-硝基苯甲腈 在 potassium tert-butylate 、 ammonium pyrrolidinedithiocarbamate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以59%的产率得到5-氨基-2-硝基苯甲腈
  参考文献：
  名称：

  Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen:  Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides

  摘要：

  A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The sigma adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkryl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of amination.

  DOI：

  10.1021/jo970582b

文献信息

• Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions
  作者：Zhengjiang Fu、Xihan Cao、Shuiliang Wang、Shengmei Guo、Hu Cai

  DOI：10.1039/d0ob01945c

  日期：——

  develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the

  在这里，我们使用丙二腈或 AMBN 作为氰化剂，开发了有效且实用的方案，用于在有氧条件下，对在邻位带有硝基和甲氧基取代基的芳基羧酸以及杂芳族羧酸进行 Cu 介导的脱羧氰化反应。这些协议涉及从简单且廉价的原材料合成增值芳基腈的经济方法。对 2-硝基苯腈产品进行了进一步的多样化, 以突出协议的实用性。
• Acylanilides, process for their manufacture and pharmaceutical and veterinary compositions containing them
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0002309A2

  公开（公告）日：1979-06-13

  The disclosure relates to novel 3,4-disubstituted- branched-chain-acylanilides, processes for their manufacture and pharmaceutical compositions containing them. The compounds possess anti-androgenic activity. Representative of the compounds disclosed is 3,4-dicyano-isobutyranilide.

  本公开涉及新型 3,4-二取代-支链-酰基苯胺、其制造工艺和含有它们的药物组合物。这些化合物具有抗雄激素活性。其中具有代表性的化合物是 3,4-二氰基异丁酰苯胺。
• Process of replacing halogen in cyclic halogen compounds and product thereof
  申请人：GEN ANILINE & FILM CORP

  公开号：US02195076A1

  公开（公告）日：1940-03-26
• Thiourea inhibitors of herpes viruses. part 1: bis-(aryl)thiourea inhibitors of CMV
  作者：Jonathan D. Bloom、Martin J. DiGrandi、Russell G. Dushin、Kevin J. Curran、Adma A. Ross、Emily B. Norton、Eugene Terefenko、Thomas R. Jones、Boris Feld、Stanley A. Lang

  DOI：10.1016/s0960-894x(03)00586-9

  日期：2003.9

  Bis-(aryl)thioureas were found to be potent and selective inhibitors of cytomegalovirus (CMV) in cultured HFF cells. Of these, the thiazole analogue 38 was investigated as a potential development candidate. (C) 2003 Elsevier Ltd. All rights reserved.
• Lead optimization of the VU0486321 series of mGlu1 PAMs. Part 4: SAR reveals positive cooperativity across multiple mGlu receptor subtypes leading to subtype unselective PAMs
  作者：Dexter C. Davis、Joseph D. Bungard、Sichen Chang、Alice L. Rodriguez、Annie L. Blobaum、Olivier Boutaud、Bruce J. Melancon、Colleen M. Niswender、P. Jeffrey Conn、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2020.127724

  日期：2021.1