N-(6-methyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl)-N'-hydrazine

• 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: N-(6-methyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl)-N'-hydrazine
• 英文别名: 1-(6-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-phenylthiosemicarbazide；N-(6-methyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl)-N'-[phenylthio(carbamoyl)]hydrazine；2-(6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)-N-phenylhydrazinecarbothioamide；1-[(6-methyl-5-oxo-4H-1,2,4-triazin-3-yl)amino]-3-phenylthiourea
• 化学式: C₁₁H₁₂N₆OS
• 分子量: 276.322
• InChiKey: YUTZQXPYMGKETM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-methyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl)-N'-hydrazine 在 N,N'-二环己基碳二亚胺 作用下， 以 甲苯 为溶剂， 反应 1.58h， 生成 3-methyl-7-phenylamino[1,2,4]triazolo[5,1-c][1,2,4]triazin-4(8H)-one
  参考文献：
  名称：

  Regioselectivity of cyclization of 1-(6-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-arylthiosemicarbazides by treating with methyl iodide and dicyclohexylcarbodiimide

  摘要：

  1-(6-Methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-arylthiosemicarbazides treated with methyl iodide in the presence of sodium acetate in ethanol convert into 6-methyl-3-arylamino[1,2,4]-triazolo[4,3-b][1,2,4]triazin-7(1H)-ones. In reaction with dicyclohexylcarbodiimide 6-methyl-3-arylamino[1,2,4] triazolo[3,4-c][1,2,4]triazin-5(1H)-ones were obtained which at heating in alcohol solution in the presence of sodium acetate or at 262-272 degrees C underwent the Dimroth rearrangement to give 3-methyl-7-arylamino[1,2,4] triazolo[5,1-c][1,2,4]-triazin-4(8H)-ones.

  DOI：

  10.1134/s1070428010110138
• 作为产物：
  描述：

  3-肼基-6-甲基-4H-[1,2,4]三嗪环-5-酮 、 硫代异氰酸苯酯 以 乙醇 为溶剂， 反应 2.0h， 以98%的产率得到N-(6-methyl-2,5-dihydro-5-oxo-1,2,4-triazin-3-yl)-N'-hydrazine
  参考文献：
  名称：

  Synthesis of some substituted triazolo[4,3-b][1,2,4]triazines as potential anticancer agents

  摘要：

  DOI：

  10.1007/bf00809211

文献信息

• Synthesis of some substituted triazolo[4,3-b][1,2,4]triazines as potential anticancer agents
  作者：Ibrahim M. Labouta、Nabil H Eshba、Hassan M. Salama

  DOI：10.1007/bf00809211

  日期：1988.5
• LABOUTA, IBRAHIM M.;ESHBA, NABIL H.;SALAMA, HASSAN M., MONATSH. CHEM., 119,(1988) N 5, 591-596
  作者：LABOUTA, IBRAHIM M.、ESHBA, NABIL H.、SALAMA, HASSAN M.

  DOI：——

  日期：——
• Regioselectivity of cyclization of 1-(6-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-arylthiosemicarbazides by treating with methyl iodide and dicyclohexylcarbodiimide
  作者：R. I. Vas’kevich、P. V. Savitskii、E. B. Rusanov、V. I. Staninets

  DOI：10.1134/s1070428010110138

  日期：2010.11

  1-(6-Methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-arylthiosemicarbazides treated with methyl iodide in the presence of sodium acetate in ethanol convert into 6-methyl-3-arylamino[1,2,4]-triazolo[4,3-b][1,2,4]triazin-7(1H)-ones. In reaction with dicyclohexylcarbodiimide 6-methyl-3-arylamino[1,2,4] triazolo[3,4-c][1,2,4]triazin-5(1H)-ones were obtained which at heating in alcohol solution in the presence of sodium acetate or at 262-272 degrees C underwent the Dimroth rearrangement to give 3-methyl-7-arylamino[1,2,4] triazolo[5,1-c][1,2,4]-triazin-4(8H)-ones.