2-amino-4-(4-methylphenyl)-3-nitro-5,6,7,8-tetrahydro-1-naphthalenecarbonitrile | 1269507-54-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-amino-4-(4-methylphenyl)-3-nitro-5,6,7,8-tetrahydro-1-naphthalenecarbonitrile
• 英文别名: 2-Amino-4-(4-methylphenyl)-3-nitro-5,6,7,8-tetrahydronaphthalene-1-carbonitrile；2-amino-4-(4-methylphenyl)-3-nitro-5,6,7,8-tetrahydronaphthalene-1-carbonitrile
• CAS: 1269507-54-1
• 化学式: C₁₈H₁₇N₃O₂
• 分子量: 307.352
• InChiKey: OAFYMBFCPJAWRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2-(4-methylphenyl)-1-nitroethene 、 环己酮 、 丙二腈 在 吗啉 作用下， 以 乙醇 为溶剂， 以75%的产率得到2-amino-4-(4-methylphenyl)-3-nitro-5,6,7,8-tetrahydro-1-naphthalenecarbonitrile
  参考文献：
  名称：

  A three-component domino protocol for the facile synthesis of highly functionalized tetrahydroisoquinolines by creation of their benzene ring

  摘要：

  A simple and efficient one-pot synthesis of novel 6-amino-8-aryl-2-methyl/benzyl-7-nitro-1,2,3,4-tetrahydroisoquinoline-5-carbonitriles from the reaction of 1-methyl/benzylpiperidin-4-one with beta-nitrostyrenes and malononitrile in the presence of morpholine is described. This transformation proceeds through the creation of three C=C bonds, leading to a new benzene ring, and presumably occurs via a domino sequence involving Knoevenagel, Michael, Thorpe-Ziegler, and dehydrogenation reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.052

文献信息

• A three-component domino protocol for the facile synthesis of highly functionalized tetrahydroisoquinolines by creation of their benzene ring
  作者：Kamaraj Balamurugan、Veerappan Jeyachandran、Subbu Perumal、J. Carlos Menéndez

  DOI：10.1016/j.tet.2010.12.052

  日期：2011.2

  A simple and efficient one-pot synthesis of novel 6-amino-8-aryl-2-methyl/benzyl-7-nitro-1,2,3,4-tetrahydroisoquinoline-5-carbonitriles from the reaction of 1-methyl/benzylpiperidin-4-one with beta-nitrostyrenes and malononitrile in the presence of morpholine is described. This transformation proceeds through the creation of three C=C bonds, leading to a new benzene ring, and presumably occurs via a domino sequence involving Knoevenagel, Michael, Thorpe-Ziegler, and dehydrogenation reactions. (C) 2010 Elsevier Ltd. All rights reserved.