N-vinyl-p-anisidine | 90959-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-vinyl-p-anisidine
• 英文别名: N-ethenyl-4-methoxyaniline
• CAS: 90959-13-0
• 化学式: C₉H₁₁NO
• mdl: MFCD19223432
• 分子量: 149.192
• InChiKey: CPSBVUAMKPSDPX-UHFFFAOYSA-N

物化性质

• 沸点：
  238.6±32.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-vinyl-p-anisidine 、 三氟乙酸 在 Oxone 作用下， 以 1,4-二氧六环 为溶剂， 以68%的产率得到N-(2-hydroxy-4-methoxyphenyl)trifluoroacetamide
  参考文献：
  名称：

  Direct C–N bond cleavage of N-vinyl or N-allyl arylamines: a metal-free strategy for N-devinylation and N-deallylation

  摘要：

  A simple and convenient N-devinylation and N-deallylation strategy for N-vinyl and N-allyl arylamines in the presence of TFA/oxone is presented with the formation of selective ortho-hydroxylated and N-triflu-oroacylated arylamine product in good yields. This method is important for protection/deprotection of arylamines in organic synthesis and useful as a medicinal chemistry tool at late stage modifications in drug discovery programs. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.042
• 作为产物：
  描述：

  1,4-bis(4'-methoxyphenyl)-1,4-diazabuta-1,3-diene 、 氰乙酸 在 哌啶 作用下， 以 苯 为溶剂， 反应 24.0h， 以51%的产率得到N-vinyl-p-anisidine
  参考文献：
  名称：

  Sayed, G. H.; Abdelwahab, L. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 11, p. 1156 - 1157

  摘要：

  DOI：

文献信息

• SAYED, G. H.;ELWAHAB, L. M. ABD, INDIAN J. CHEM., 1983, 22, N 11, 1156-1157
  作者：SAYED, G. H.、ELWAHAB, L. M. ABD

  DOI：——

  日期：——
• Direct C–N bond cleavage of N-vinyl or N-allyl arylamines: a metal-free strategy for N-devinylation and N-deallylation
  作者：Shilpi Balgotra、Vunnam Venkateswarlu、Ram A. Vishwakarma、Sanghapal D. Sawant

  DOI：10.1016/j.tetlet.2015.05.042

  日期：2015.7

  A simple and convenient N-devinylation and N-deallylation strategy for N-vinyl and N-allyl arylamines in the presence of TFA/oxone is presented with the formation of selective ortho-hydroxylated and N-triflu-oroacylated arylamine product in good yields. This method is important for protection/deprotection of arylamines in organic synthesis and useful as a medicinal chemistry tool at late stage modifications in drug discovery programs. (c) 2015 Elsevier Ltd. All rights reserved.
• Sayed, G. H.; Abdelwahab, L. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 11, p. 1156 - 1157
  作者：Sayed, G. H.、Abdelwahab, L. M.

  DOI：——

  日期：——