N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide
• 英文别名: N-ethyl-5-(4-fluorophenyl)-3-(4-methoxyphenyl)-3,4-dihydropyrazole-2-carbothioamide
• 化学式: C₁₉H₂₀FN₃OS
• 分子量: 357.452
• InChiKey: SXHGLNSSQQTAMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异硫氰酸乙酯 、 1-(4-氟苯基)-3-(4-甲氧基苯基)-1-丙酮 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 乙醚 为溶剂， 反应 6.0h， 以50.4%的产率得到N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide
  参考文献：
  名称：

  TwoN-substituted 3,5-diphenyl-2-pyrazoline-1-thiocarboxamides

  摘要：

  The structures of N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide, C19H20FN3OS, (I), and 3-(4-fluorophenyl)-N-methyl-5-(4-methylphenyl)-2-pyrazoline-1-thiocarboxamide, C18H18FN3S, (II), have similar geometric parameters. The methoxy/methyl-substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [interplanar angles of 89.29 (8) and 80.39 (10)degrees for (I) and (II), respectively], which is coplanar with the fluorophenyl ring [ interplanar angles of 5.72 ( 9) and 10.48 (10)degrees]. The pyrazoline ring approximates an envelope conformation in both structures, with the two-coordinate N atom involved in an intramolecular N-H center dot center dot center dot N-pyraz interaction. In (I), N-H center dot center dot center dot O and C-H center dot center dot center dot S intermolecular hydrogen bonds are the primary interactions, whereas in (II), there are no intermolecular hydrogen bonds.

  DOI：

  10.1107/s0108270105023255

文献信息

• Two<i>N</i>-substituted 3,5-diphenyl-2-pyrazoline-1-thiocarboxamides
  作者：Yavuz Köysal、Şamil Işık、Gülay Şahin、Erhan Palaska

  DOI：10.1107/s0108270105023255

  日期：2005.9.15

  The structures of N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide, C19H20FN3OS, (I), and 3-(4-fluorophenyl)-N-methyl-5-(4-methylphenyl)-2-pyrazoline-1-thiocarboxamide, C18H18FN3S, (II), have similar geometric parameters. The methoxy/methyl-substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [interplanar angles of 89.29 (8) and 80.39 (10)degrees for (I) and (II), respectively], which is coplanar with the fluorophenyl ring [ interplanar angles of 5.72 ( 9) and 10.48 (10)degrees]. The pyrazoline ring approximates an envelope conformation in both structures, with the two-coordinate N atom involved in an intramolecular N-H center dot center dot center dot N-pyraz interaction. In (I), N-H center dot center dot center dot O and C-H center dot center dot center dot S intermolecular hydrogen bonds are the primary interactions, whereas in (II), there are no intermolecular hydrogen bonds.