2-butylamino-5-nitroaniline | 56136-72-2

• 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: 2-butylamino-5-nitroaniline
• 英文别名: N¹-butyl-4-nitrobenzene-1,2-diamine；N-butyl-2-amino-4-nitroaniline；1-N-butyl-4-nitrobenzene-1,2-diamine
• CAS: 56136-72-2
• 化学式: C₁₀H₁₅N₃O₂
• 分子量: 209.248
• InChiKey: WRNWUAHWOQWFTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  83.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-butylamino-5-nitroaniline 在 镍 一水合肼 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 100.0~170.0 ℃ 、4.0 kPa 条件下， 反应 6.5h， 生成
  参考文献：
  名称：

  Rapid in-plate generation of benzimidazole libraries and amide formation using EEDQ

  摘要：

  A solution phase method for the preparation of etonitazene-related benzimidazoles and a general method for the preparation of amide derivatives in 96-well format have been developed for the generation of libraries of compounds in parallel. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01136-2
• 作为产物：
  描述：

  2,4-dinitro-N-butylaniline 在 sodium dithionite 作用下， 以 四氢呋喃 、 水 为溶剂， 以29 %的产率得到2-butylamino-5-nitroaniline
  参考文献：
  名称：

  连二亚硫酸钠在 1-R-2,4-二硝基苯中邻位硝基区域选择性还原中的作用

  摘要：

  1-R-2,4-二硝基苯在接近中性的 pH 条件下被连二亚硫酸钠区域选择性还原成具有取代基 R邻位氨基的产物。虽然产物的产率从中等到良好不等，但该过程不涉及使用过渡金属。

  DOI：

  10.1016/j.mencom.2023.01.038

文献信息

• Synthesis and potent antifungal activity against<i>Candida</i>species of some novel 1<i>H</i>-benzimidazoles
  作者：Hakan Göker、Mehmet Alp、Zeynep Ateş-Alagöz、Sulhiye Yıldız

  DOI：10.1002/jhet.179

  日期：2009.9

  A series of 47 novel N1-alkylated-2-aryl-5(6)-substituted-1H-benzimidazoles and their three novel indole analogues were synthesized and evaluated for in vitro antifungal activities against Candida species by the tube dilution method. The results showed that compounds 79 and 80, having pyridine at the position C-2, of benzimidazoles exhibited the greatest activity with MIC values of 6.25–3.12 μg/mL

  合成了一系列47种新颖的N 1-烷基化-2-芳基-5（6）-取代的1 H-苯并咪唑及其三种新颖的吲哚类似物，并通过试管稀释法评估了其对念珠菌的体外抗真菌活性。结果表明，苯并咪唑类化合物在C-2位置具有吡啶的化合物79和80表现出最大的活性，MIC值为6.25–3.12μg/ mL。吲哚类似物108-110没有抑制活性。J.杂环化​​学，（2009）。
• Flavin mimetics: Synthesis and photophysical properties
  作者：Dora-M. Răsădean、Takashi Machida、Kazuki Sada、Christopher R. Pudney、G. Dan Pantoș

  DOI：10.1016/j.tet.2021.131925

  日期：2021.2

  We report the synthesis of new isoalloxazines using a microwave-assisted approach to make N-substituted-2-nitroanilines followed by one-pot reduction and condensation via Hemmerich’s method. The influence of substituents on positions 7, 8, and 10 of flavin core on the optical properties is investigated. The aliphatic functionalities on N10 give rise to quantum yields of 0.7, while aromatic side-chains

  我们报告了使用微波辅助方法合成新的异四恶嗪，以制备N-取代的-2-硝基苯胺，然后通过Hemmerich方法进行一锅还原和缩合反应。研究了黄素核上7、8、10位取代基对光学性能的影响。N10上的脂族官能团可产生0.7的量子产率，而芳族侧链可猝灭荧光。手性和非手性衍生物的弛豫几何结构（DFT）已用于TD-DFT计算，与实验UV和CD数据产生了很好的一致性。
• Synthesis and magnetic properties of new binuclear Cu(II) complexes with tridentate azomethine ligands
  作者：A. S. Burlov、V. N. Ikorskii、A. I. Uraev、Yu. V. Koshchienko、I. S. Vasil’chenko、D. A. Garnovskii、G. S. Borodkin、S. A. Nikolaevskii、A. D. Garnovskii

  DOI：10.1134/s1070363206080214

  日期：2006.8

  New binuclear copper complexes of tridentate azomethine ligands with various combinations of N, O, and S donor centers were prepared by various procedures, including template synthesis. The magneto-chemical data obtained for the range 2-300 K suggest the occurrence of antiferromagnetic coupling in most of these chelates. The only exception is the complex containing N-tosyl and N-ethyl donor fragments, in which the ferromagnetic exchange is observed.
• Synthesis, structural and optical properties of 1-alkyl-2-(2’-tosylaminophenyl)-5-nitrobenzimidazoles and their zinc(II) complexes
  作者：Anatolii S. Burlov、Yurii V. Koshchienko、Mikhail A. Kiskin、Stanislav A. Nikolaevskii、Dmitrii A. Garnovskii、Anatolii S. Lermontov、Nadegda I. Makarova、Anatolii V. Metelitsa、Igor L. Eremenko

  DOI：10.1016/j.molstruc.2015.07.056

  日期：2016.1

  A series of novel benzimidazole derivatives 1-alkyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazoles with common formulas HL (1-3) (R = C2H5 (1); R = n-C3H7 (2); R = n-C4H9(3)) and their mononuclear zinc(II) complexes ZnL2 (4-6) have been synthesized in a molar ratio Zn: HL = 1:2 in methanol solutions. Formulation of 1-6 is based upon satisfactory C, H, N, S elemental analyses, IR and H-1, C-13 NMR spectroscopies, while the structures of 2, 3, 5, 6 were determined by X-ray single-crystal diffraction. The optical properties of 1-6 were investigated. Published by Elsevier B.V.
• Synthesis of 2-hydrazinobenzimidazoles and their antiinfluenza activity
  作者：G. A. Mokrushina、S. K. Kotovskaya、G. N. Tyurenkova、V. I. Il'enko、V. G. Platonov、I. V. Kiseleva

  DOI：10.1007/bf00758445

  日期：1988.2