N-cyclohexylidene-4-nitroaniline | 73655-27-3

• 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-cyclohexylidene-4-nitroaniline
• 英文别名: N-(4-nitrophenyl)cyclohexanimine
• CAS: 73655-27-3
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: WUSYHYMKUMQITJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-cyclohexylidene-4-nitroaniline 在 polymethylhydrosiloxane 作用下， 以 二氯甲烷 为溶剂， 生成 N-环己基-4-硝基苯胺
  参考文献：
  名称：

  Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions

  摘要：

  Polymethylhydrosiloxine (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of(het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was Successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Bronsted acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.048
• 作为产物：
  描述：

  环己酮 、 4-硝基苯胺 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-cyclohexylidene-4-nitroaniline
  参考文献：
  名称：

  Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions

  摘要：

  Polymethylhydrosiloxine (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of(het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was Successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Bronsted acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.048

文献信息

• Comparison of the tautomerization and hydrolysis of some secondary and tertiary enamines
  作者：Brian Capon、Zhen Ping Wu

  DOI：10.1021/jo00295a017

  日期：1990.4
• DE2022228
  申请人：——

  公开号：——

  公开（公告）日：——
• Palladium-Catalyzed Aerobic Dehydrogenative Aromatization of Cyclohexanone Imines to Arylamines
  作者：Alakananda Hajra、Ye Wei、Naohiko Yoshikai

  DOI：10.1021/ol302568b

  日期：2012.11.2

  Dehydrogenative aromatization of cyclohexanone imines to arylamines has been achieved using a palladium catalyst under aerobic conditions. The reaction is applicable to a variety of imines that are either preformed or generated in situ from cyclohexanone derivatives and aryl or alkylamines.
• Srinivas; Nagaraj; Reddy, Ch. Sanjeeva, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 5, p. 787 - 791
  作者：Srinivas、Nagaraj、Reddy, Ch. Sanjeeva

  DOI：——

  日期：——
• ABDEL-MAGID, AHMED F.;MARYANOFF, CYNTHIA A., SYNLETT.,(1990) N, C. 537-539
  作者：ABDEL-MAGID, AHMED F.、MARYANOFF, CYNTHIA A.

  DOI：——

  日期：——