N,N'-bis-(4-nitrophenyl)methanediamine | 39809-82-0

• 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'-bis-(4-nitrophenyl)methanediamine
• 英文别名: N,N'-bis(4-nitrophenyl)methanediamine；N,N'-bis-(4-nitro-phenyl)-methylenediamine；N,N'-Bis-(4-nitro-phenyl)-methylendiamin；N.N'-Methylen-bis-(4-nitro-anilin)；Bis-(4-nitro-anilino)-methan；N,N'-bis-(4-nitrophenyl)-methanediamine
• CAS: 39809-82-0
• 化学式: C₁₃H₁₂N₄O₄
• 分子量: 288.263
• InChiKey: WJAVZYFSJAYPMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  230-232 °C
• 沸点：
  565.4±45.0 °C(Predicted)
• 密度：
  1.467±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2921590090

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(4-nitrophenyl)methanediamine 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.42h， 生成 4,5-dimethyl-1-(4-nitrophenyl)imidazole N-oxide
  参考文献：
  名称：

  Synthesis of 2-unsubstituted 1-arylimidazoles

  摘要：

  A method has been developed for the synthesis of 1-arylimidazoles lacking a substituent at position 2, featuring the preparation of 1-arylimidazole N-oxides stabilized as boron trifluoride derivatives, with subsequent reduction to the desired imidazoles. This method permits broad variation of the substituents in the aryl part of these molecules.

  DOI：

  10.1007/s10593-013-1210-8
• 作为产物：
  描述：

  聚合甲醛 、 4-硝基苯胺 在 乳酸 作用下， 以 二甲基亚砜 为溶剂， 以95 %的产率得到N,N'-bis-(4-nitrophenyl)methanediamine
  参考文献：
  名称：

  乳酸催化的三组分曼尼希反应合成亚硫基-二氮杂螺环烷酮

  摘要：

  研究了在 α-碳原子上含有酸性氢原子的硫代酰胺的氨甲基化反应作为一般反应。螺六氢嘧啶是在各种环酮衍生的硫代酰胺、伯胺和甲醛与乳酸作为催化剂的一锅三组分反应中获得的。我们的实验结果证实了乳酸的高催化效率。正确选择的起始硫胺和胺可以使用该反应方法合成六氢嘧啶（例如生物活性化合物）的几种新的且潜在有用的衍生物。

  DOI：

  10.24820/ark.5550190.p010.136

文献信息

• Tetrakis(hydroxymethyl)glycoluril in N-methylenation reactions with arylamines
  作者：Svetlana Yu. Panshina、Oksana V. Ponomarenko、Abdigali А. Bakibayev、Victor S. Malkov

  DOI：10.1007/s10593-020-02633-4

  日期：2020.1

  This work shows for the first time the use of tetrakis(hydroxymethyl)glycoluril in the melt N-methylenation reactions of arylamines, based on the ability of tetrakis(hydroxymethyl)glycoluril to eliminate a formaldehyde molecule. It was shown by HPLC that tetrakis-(hydroxymethyl)glycoluril under the studied conditions is subject to dehydroxymethylation processes.

  这项工作首次表明，基于四（羟甲基）甘露糖醇消除甲醛分子的能力，在芳基胺的熔融N-甲基化反应中使用四（羟甲基）甘露糖醇。HPLC显示，在所研究的条件下四（-羟甲基）甘脲脲经历了脱羟甲基化过程。
• Synthesis of New 1,3‐bis(Heteroaryl)‐4,5‐imidazolidinediones Through Reaction of<i>N</i>,<i>N</i>′‐bis(Heteroaryl)methanediamines with Oxalyl Chloride
  作者：Mehdi Ghandi、Farshid Salimi

  DOI：10.1080/00397910601055248

  日期：2007.3

  Abstract Reaction of N,N′‐bis(2‐pyridinyl, 3‐pyridinyl, 4‐pyridinyl, 2‐thiazolyl, 4‐nitrophenyl, and 2‐benzothiazolyl)methanediamines 1a–f with oxalyl chloride in dry dichloroethane in the presence of pyridine affords the corresponding 1,3‐bis (heteroaryl)‐4,5‐imidazolidinediones 3a–f in good to excellent yields. The essential role of pyridine in the reaction mixture is described, and reaction details

  摘要 N,N'-双（2-吡啶基、3-吡啶基、4-吡啶基、2-噻唑基、4-硝基苯基和 2-苯并噻唑基）甲二胺 1a-f 与草酰氯在无水二氯乙烷中在吡啶存在下的反应得到相应的 1,3-双（杂芳基）-4,5-咪唑烷二酮 3a-f，产率良好至极好。描述了吡啶在反应混合物中的基本作用，并讨论了反应细节以及产物表征。
• Novel Reaction of N,N'-Bisarylmethanediamines with Formaldehyde. Synthesis of Some New 1,3,5-Triaryl-1,3,5-hexahydrotriazines
  作者：Mehdi Ghandi、Farshid Salimi、Abolfazl Olyaei

  DOI：10.3390/11070556

  日期：——

  methanediamines 5a-c with aqueous formaldehyde in refluxing acetonitrile leads to the formation of the corresponding 1,3,5-triaryl-1,3,5-hexa-hydrotriazines 6a-c. The stoichiometric reactions of 2-aminopyrimidine and 2-amino-pyrazine with aqueous formaldehyde in acetonitrile under reflux conditions also afforded 6a and 6b, respectively. Treatment of 2-aminopyrimidine with aqueous formaldehyde in a 3:2 ratio yielded

  N,N'-双芳基（芳基 = 2-嘧啶基、2-吡嗪基和 4-硝基苯基）甲二胺 5a-c 与甲醛水溶液在回流乙腈中的酸催化环缩合反应导致形成相应的 1,3,5-三芳基-1,3,5-六氢三嗪6a-c。2-氨基嘧啶和2-氨基-吡嗪与甲醛水溶液在回流条件下的化学计量反应也分别得到6a和6b。用 3:2 的甲醛水溶液处理 2-氨基嘧啶，得到 N,N',N"-三(2-嘧啶基)二亚甲基三胺 (7a) 作为唯一产物，随后与甲醛反应也得到 6a。反应还研究了 N,N'-联苯甲二胺与甲醛的反应。
• Thin-film fabrication method and apparatus
  申请人：Agency of Industrial Science and Technology of Ministry of International Trade and Industry

  公开号：EP0854024A2

  公开（公告）日：1998-07-22

  A thin-film fabrication method includes a spray step in which at least one thin-film composition material in liquid form is sprayed into a vacuum vessel via a spray nozzle provided for each thin-film composition material and deposited on a substrate, and a heat treatment step in which the material deposited on the substrate is heat treated. The substrate temperature in the spray step and/or the heat treatment step is controlled within a prescribed temperature range.

  一种薄膜制造方法包括喷雾步骤和热处理步骤，在喷雾步骤中，至少一种液态薄膜组合材料通过为每种薄膜组合材料提供的喷嘴喷入真空容器并沉积在基底上，在热处理步骤中，沉积在基底上的材料经过热处理。喷涂步骤和/或热处理步骤中的基底温度控制在规定的温度范围内。
• METHOD OF MODIFYING SURFACE LAYER OF MOLDED RESIN AND APPARATUS FOR MODIFYING SURFACE LAYER OF MOLDED RESIN
  申请人：Japan as represented by Secretary of Agency of Industrial Science and Technology

  公开号：EP1179558A1

  公开（公告）日：2002-02-13

  An organic compound having an affinity for a resin of a molded resin article and sublimation properties is allowed to penetrate/disperse into the surface of the molded resin article, thereby modifying and/or coloring a resin surface layer. The molded resin article and the organic compound having the affinity for the resin and the sublimation properties are put into a tightly closable container, and the pressure and the temperature in the container are adjusted to place them in a saturated sublimation pressure state of the organic compound, whereby a vapor of the organic compound is uniformly deposited on the surface of the molded resin article and it further penetrates/disperses into the resin surface layer, and in consequence, the resin surface layer can be modified and/or colored. In addition, the modification of the resin surface layer permits imparting a function thereto.

  让对模塑树脂制品的树脂具有亲和性和升华特性的有机化合物渗透/分散到模塑树脂制品的表面，从而改变和/或着色树脂表层。将模塑树脂制品和具有树脂亲和性和升华特性的有机化合物放入一个密闭容器中，调节容器中的压力和温度，使其处于有机化合物的饱和升华压力状态，从而使有机化合物的蒸气均匀地沉积在模塑树脂制品的表面，并进一步渗透/分散到树脂表层，从而对树脂表层进行改性和/或着色。此外，对树脂表层的改性还可以赋予其某种功能。