1-amino-4-(4-chlorophenyl)naphthalene-2-carbonitrile | 1042964-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-amino-4-(4-chlorophenyl)naphthalene-2-carbonitrile
• CAS: 1042964-77-1
• 化学式: C₁₇H₁₁ClN₂
• 分子量: 278.741
• InChiKey: AIGGHQQWZVAKCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-chlorophenyl)-3-phenylprop-1-ene-1,1-dicarbonitrile 在 硫酸 作用下， 反应 2.0h， 以88.1%的产率得到1-amino-4-(4-chlorophenyl)naphthalene-2-carbonitrile
  参考文献：
  名称：

  Synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones

  摘要：

  Condensation of diphenylacetalclehydes and 1,1-diphenylacetones with malonodinitrile and cyclization of obtained aryl-ylidenemalonodinitriles in concentrated sulfuric acid leads to 1-amino-4-arylnaphthalene-2-carbonitriles. The benzannulation reaction is accompanied by a quasi-aromatic rearrangement. Preliminary tests of some synthesized aminonitriles have revealed their considerable biological activity against phytopathogenic fungi. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.067

文献信息

• Synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1,1-diphenylacetones
  作者：Bartłomiej Kozik、Jarosław Wilamowski、Maciej Góra、Janusz J. Sepioł

  DOI：10.1016/j.tet.2008.04.067

  日期：2008.6

  Condensation of diphenylacetalclehydes and 1,1-diphenylacetones with malonodinitrile and cyclization of obtained aryl-ylidenemalonodinitriles in concentrated sulfuric acid leads to 1-amino-4-arylnaphthalene-2-carbonitriles. The benzannulation reaction is accompanied by a quasi-aromatic rearrangement. Preliminary tests of some synthesized aminonitriles have revealed their considerable biological activity against phytopathogenic fungi. (c) 2008 Elsevier Ltd. All rights reserved.