2-amino-2'-nitro-4,4',6,6'-tetramethyl-1,1'-biphenyl | 101288-81-7

• 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: 2-amino-2'-nitro-4,4',6,6'-tetramethyl-1,1'-biphenyl
• 英文别名: 6-Amino-2,4,2',4'-tetramethyl-6-nitro-biphenyl；2',4,4',6-Tetramethyl-6'-nitro[1,1'-biphenyl]-2-amine；2-(2,4-dimethyl-6-nitrophenyl)-3,5-dimethylaniline
• CAS: 101288-81-7
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: GUVNQPAXIIRKAR-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C(Solv: ethanol (64-17-5))
• 沸点：
  389.7±37.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-2'-nitro-4,4',6,6'-tetramethyl-1,1'-biphenyl 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 生成 (+/-)-2-amino-2'-hydroxy-4,4',6,6'-tetramethyl-1,1'-biphenyl
  参考文献：
  名称：

  Syntheses and resolutions of new chiral biphenyl backbones: 2-amino-2′-hydroxy-6,6′-dimethyl-1,1′-biphenyl and 2-amino-2′-hydroxy-4,4′,6,6′-tetramethyl-1,1′-biphenyl

  摘要：

  The new chiral backbones (R)-(+)- and S-(-)-2-amino-2'-hydroxy-6,6'-dimethyl-1,1'-biphenyl and (R)-(+)- and (S)- (-)2-amino-2'-hydroxy-4,4',6,6'-tetramethyl-1,1'-biphenyl were synthesized from o-methylaniline and 2,4-dimethyl-aniline respectively in seven steps. A new resolution method was developed to provide homochiral enantiomers (from diastereomeric salts) in reasonably high yields. The absolute configuration of the new biphenyls was confirmed by X-ray structural analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00217-9
• 作为产物：
  描述：

  4,6-二甲基-2-硝基苯胺 在 sodium disulfide 、 硫酸 、 铜 、 sodium nitrite 作用下， 以 乙醇 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-amino-2'-nitro-4,4',6,6'-tetramethyl-1,1'-biphenyl
  参考文献：
  名称：

  Syntheses and resolutions of new chiral biphenyl backbones: 2-amino-2′-hydroxy-6,6′-dimethyl-1,1′-biphenyl and 2-amino-2′-hydroxy-4,4′,6,6′-tetramethyl-1,1′-biphenyl

  摘要：

  The new chiral backbones (R)-(+)- and S-(-)-2-amino-2'-hydroxy-6,6'-dimethyl-1,1'-biphenyl and (R)-(+)- and (S)- (-)2-amino-2'-hydroxy-4,4',6,6'-tetramethyl-1,1'-biphenyl were synthesized from o-methylaniline and 2,4-dimethyl-aniline respectively in seven steps. A new resolution method was developed to provide homochiral enantiomers (from diastereomeric salts) in reasonably high yields. The absolute configuration of the new biphenyls was confirmed by X-ray structural analysis. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00217-9

文献信息

• From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C−H Oxidative Annulation-Aromatization
  作者：Jiwei Wu、Zhixiong Liao、Dong Liu、Chien-Wei Chiang、Zheng Li、Zhonghao Zhou、Hong Yi、Xu Zhang、Zixin Deng、Aiwen Lei

  DOI：10.1002/chem.201703218

  日期：2017.11.13

  Quinoline synthesis from easily accessible raw materials such as anilines is a valuable and meaningful task. Herein, we communicate an iodide‐ and silver‐mediated C−H/C−H oxidative annulation–aromatization between anilines and allyl alcohols. This protocol provides a direct route to the synthesis of quinoline derivatives from inexpensive commodities. Various kinds of anilines, even heterocyclic anilines

  由苯胺等容易获得的原料合成喹啉是一项宝贵而有意义的任务。在本文中，我们传达了苯胺和烯丙醇之间碘化物和银介导的CH / CH氧化环化-芳香化反应。该协议提供了从廉价商品合成喹啉衍生物的直接途径。各种苯胺，甚至杂环苯胺，都是可行的底物，可产生高收率的相应多取代喹啉。
• 887. Orientation effects in the diphenyl [biphenyl] series. Part XV. Derivatives of 2,2′-bitolyl and of 2,4,2′,4′-tetramethylbiphenyl
  作者：Pauline M. Everitt、Shiu May Loh、E. E. Turner

  DOI：10.1039/jr9600004587

  日期：——