3,5-dioxo-2,4-diphenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile | 66707-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3,5-dioxo-2,4-diphenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
• 英文别名: 3,5-Dioxo-2,4-diphenyl-2,3,4,5-tetrahydro-<1.2.4>triazin-6-carbonitril；3,5-dioxo-2,4-diphenyl-1,2,4-triazine-6-carbonitrile
• CAS: 66707-12-8
• 化学式: C₁₆H₁₀N₄O₂
• 分子量: 290.281
• InChiKey: YXIZSOAXSFBPKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  191-193 °C(Solv: ethanol (64-17-5))
• 沸点：
  429.1±28.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.68
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N--urethan 在 copper(I) oxide 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 3,5-dioxo-2,4-diphenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
  参考文献：
  名称：

  Modification of 3,5-Dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile via Mitsunobu and Chan-Lam Coupling Reaction

  摘要：

  Modification of 3,5-dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile at position 4 is described. Alkylations were carried out under Mitsunobu reaction conditions in DCM or dioxane with alcohols containing tertiary amines, pyridine and imidazole heterocyclic systems, and Boc-protected amino groups. The scope of modifications was extended with arylations performed via Chan-Lam coupling reaction using copper(I) oxide as a catalyst in a DMF solution at room temperature. In order to further extend peripheral structural diversity the nitrile group at position 6 of several alkylated 1,2,4-triazines was transformed into the amidoxime functionality.

  DOI：

  10.3987/com-14-13109

文献信息

• WINTERNITZ P., HELV. CHIM. ACTA <HCAC-AV>, 1978, 61, NO 3, 1175-1185
  作者：WINTERNITZ P.

  DOI：——

  日期：——
• Modification of 3,5-Dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile via Mitsunobu and Chan-Lam Coupling Reaction
  作者：Petr Cankař、Tomáš Ručil、Martin Grepl

  DOI：10.3987/com-14-13109

  日期：——

  Modification of 3,5-dioxo-2-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile at position 4 is described. Alkylations were carried out under Mitsunobu reaction conditions in DCM or dioxane with alcohols containing tertiary amines, pyridine and imidazole heterocyclic systems, and Boc-protected amino groups. The scope of modifications was extended with arylations performed via Chan-Lam coupling reaction using copper(I) oxide as a catalyst in a DMF solution at room temperature. In order to further extend peripheral structural diversity the nitrile group at position 6 of several alkylated 1,2,4-triazines was transformed into the amidoxime functionality.