6-(4-chlorophenyl)-3-(2-furyl)-5-(2-thenoyl)methyl-1,2,4-triazine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(4-chlorophenyl)-3-(2-furyl)-5-(2-thenoyl)methyl-1,2,4-triazine
• 英文别名: 2-[6-(4-Chlorophenyl)-3-(furan-2-yl)-1,2,4-triazin-5-yl]-1-thiophen-2-ylethanone
• 化学式: C₁₉H₁₂ClN₃O₂S
• 分子量: 381.842
• InChiKey: NBNRPHDBAIXXKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-乙酰基噻吩 、 6-(4-Chloro-phenyl)-3-furan-2-yl-[1,2,4]triazine 4-oxide 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到6-(4-chlorophenyl)-3-(2-furyl)-5-(2-thenoyl)methyl-1,2,4-triazine
  参考文献：
  名称：

  摘要：

  Nucleophilic substitution of hydrogen in pyrazine N-oxides under the action of CH-active compounds requires activation with acylating agents. This activation facilitates aromatization of intermediate sigma(H) adducts via elimination of the acid residue to form substituted pyrazines. More electrophilic 1,2.4-triazine 4-oxides react with carbanions derived from CH-active compounds without additional activation according to a scheme, which has previously been unknown for azine N-oxides. This scheme involves aromatization of a H adducts through elimination of water by the E1cb mechanism. The reaction products occur in DMSO-d(6) Solutions predominantly as 6-methylene-1,6-dihydropyrazines and 5-methylene-4,5-dihydro-1,2,4-triazines.

  DOI：

  10.1023/a:1025601311393