N-(2-nitrobenzyl)-3-toluidine | 205309-83-7

• 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-(2-nitrobenzyl)-3-toluidine
• 英文别名: N-(3-Methylphenyl)-2-nitrobenzenemethanamine；3-methyl-N-[(2-nitrophenyl)methyl]aniline
• CAS: 205309-83-7
• 化学式: C₁₄H₁₄N₂O₂
• mdl: MFCD11149876
• 分子量: 242.277
• InChiKey: QWEICSPPIRHYPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-nitrobenzyl)-3-toluidine 以76%的产率得到2-(m-tolyl)-2H-indazole
  参考文献：
  名称：

  Synthesis and Electrochemical Behaviour of 2-N-Substituted Indazoles.

  摘要：

  A new 2-N-aryl-3-methoxycarbonylindazole synthesis from the 6 F mol(-1) reduction of appropriately substituted aryl-nitrones has been developed. The indazoles bearing an electron withdrawing group in the 2-position are electroreducible compounds at high negative potentials producing selectively the corresponding 2-N-substituted indazolines in aqueous alcoholic medium. The nitrile and ester groups are not reduced under the reaction conditions. Three new 2-N-aryl-indazolines were synthesized and characterized. A second electron withdrawing group attached at the 3-position leads to a less cathodic reduction of the 2-N-aryl-3-methoxycarbonylindazole. An appropriately substituted indazoline was used to generate ill situ a new tetracyclic heterocycle.

  DOI：

  10.3891/acta.chem.scand.53-0814

文献信息

• Synthesis of 3-Aryl-3,4-Dihydroquinazolin-2(1H)-Ones with the Aid of Low-Valent Titanium Reagent (TiCl₄-Sm)
  作者：Daqing Shi、Guolan Dou、Zheng-Yi Li

  DOI：10.3184/030823407x248306

  日期：2007.9

  A short and facile synthesis of a series of 3-aryl-3,4-dihydroquinazolin-2(1H)-ones was accomplished in good yields via the novel reductive cyclisation of 2-nitrobenzylamines with bis(trichloromethyl)carbonate (triphosgene) promoted by TiCl4/Sm system. The structures of the products were characterised by IR, 1H NMR and elemental analysis and the structure of 3a was confirmed by X-ray diffraction analysis

  通过 2-硝基苄胺与双（三氯甲基）碳酸酯（三光气）的新型还原环化反应，以良好的收率完成了一系列 3-芳基-3,4-二氢喹唑啉-2(1H)-酮的简短而简便的合成。 TiCl4/Sm 体系。产物的结构经IR、1H NMR和元素分析表征，3a的结构经X射线衍射分析证实。