2-(4-chlorophenyl)-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile | 303997-39-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4-chlorophenyl)-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile
• 英文别名: 2-(4-Chlorophenyl)-2-[6-(phenylsulfanyl)-3-pyridazinyl]acetonitrile；2-(4-chlorophenyl)-2-(6-phenylsulfanylpyridazin-3-yl)acetonitrile
• CAS: 303997-39-9
• 化学式: C₁₈H₁₂ClN₃S
• 分子量: 337.832
• InChiKey: IFQWLNBPNCWREL-UHFFFAOYSA-N

物化性质

• 沸点：
  566.5±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-chlorophenyl)-2-(6-chloropyridazin-3-yl)acetonitrile 、 苯硫酚 在 sodium 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.75h， 以52%的产率得到2-(4-chlorophenyl)-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile
  参考文献：
  名称：

  Synthesis, Fungicidal and Antibacterial Activity of New Pyridazine Derivatives

  摘要：

  Compounds 1 - 3 were obtained in the reaction of 3,6-dichloropyridazines with phenylacetonitriles in the biphasic system - DMSO / 50% NaOH. The chlorine atom was replaced with cycloalkylamino (4 - 13) and hydrazinyl (23, 24) moiety. These last compounds were condensed with aldehydes (25 - 34). Pyridazynylphenylacetonitriles were converted into amides 14 - 18 and thioamides 19 - 22. In compounds 2, 3 the chlorine atom was replaced with thiophenyl (37, 38) and in compound 1 with thioethyl and thiophenyl (35, 36) functional groups. In the reactions of compounds 1, 2 with ammonium polysulfide thioamides with thiol group (39, 40) and chlorine atom (41, 42) were obtained. Compounds 1 - 17, 19 43 were screened for antibacterial and fungicidal activities.

  DOI：

  10.3987/com-08-11577

文献信息

• Synthesis, Fungicidal and Antibacterial Activity of New Pyridazine Derivatives
  作者：Henryk Foks、Krystyna Wisterowicz、Agnieszka Miszke、Kamil Brożewicz、Katarzyna Wiśniewska、Maria Dąbrowska-Szponar

  DOI：10.3987/com-08-11577

  日期：——

  Compounds 1 - 3 were obtained in the reaction of 3,6-dichloropyridazines with phenylacetonitriles in the biphasic system - DMSO / 50% NaOH. The chlorine atom was replaced with cycloalkylamino (4 - 13) and hydrazinyl (23, 24) moiety. These last compounds were condensed with aldehydes (25 - 34). Pyridazynylphenylacetonitriles were converted into amides 14 - 18 and thioamides 19 - 22. In compounds 2, 3 the chlorine atom was replaced with thiophenyl (37, 38) and in compound 1 with thioethyl and thiophenyl (35, 36) functional groups. In the reactions of compounds 1, 2 with ammonium polysulfide thioamides with thiol group (39, 40) and chlorine atom (41, 42) were obtained. Compounds 1 - 17, 19 43 were screened for antibacterial and fungicidal activities.