5-(phenylazo)-6-amino-2-thiouracil | 17041-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(phenylazo)-6-amino-2-thiouracil
• 英文别名: 6-amino-5-phenyldiazenyl-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 17041-93-9
• 化学式: C₁₀H₉N₅OS
• 分子量: 247.28
• InChiKey: UPYJROPFSRKPNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (phenylhydrazono)chloroacetate 、 5-(phenylazo)-6-amino-2-thiouracil 以 氯仿 为溶剂， 生成 ethyl (1-phenyl-6-phenylazo-7-amino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate
  参考文献：
  名称：

  Novel synthesis of 1,2,4-triazolo[4,3- a ]pyrimidin-5-one derivatives

  摘要：

  1,2-Dihydro-2-thioxopyrimidin-4(3H)ones 6 react with C-ethoxycarbonyl-N-arylhydrazonoyl chlorides 1 to give 1,2,4-triazolo[4,3-a] pyrimidines 11 in good yield. The latter products 11 react with benzenediazonium chloride, nitrous acid, acetyl chloride and chloroacetyl chloride to give the corresponding substitution products 16-18. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidence. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)01026-2
• 作为产物：
  描述：

  6-氨基-2-硫脲嘧啶 、 氯化重氮苯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-(phenylazo)-6-amino-2-thiouracil
  参考文献：
  名称：

  Novel synthesis of 1,2,4-triazolo[4,3- a ]pyrimidin-5-one derivatives

  摘要：

  1,2-Dihydro-2-thioxopyrimidin-4(3H)ones 6 react with C-ethoxycarbonyl-N-arylhydrazonoyl chlorides 1 to give 1,2,4-triazolo[4,3-a] pyrimidines 11 in good yield. The latter products 11 react with benzenediazonium chloride, nitrous acid, acetyl chloride and chloroacetyl chloride to give the corresponding substitution products 16-18. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidence. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)01026-2

文献信息

• Spectral, electrical conductivity and biological activity properties of some new azopyrimidine derivatives and their complexes
  作者：Mamdouh S. Masoud、Ekram A. Khalil、Ahmed M. Ramadan、Yousry M. Gohar、Amr Sweyllam

  DOI：10.1016/j.saa.2006.07.047

  日期：2007.7

  The electronic absorption spectra of 5-(o-substituted phenylazo)-6-amino-2-thiouracils and 6-(o-substituted phenylazo)-5-aminouracils containing different substituents are studied at different pH's. The dissociation constants are evaluated and discussed. Phenomenon of tautomerism is more supported by (1)H NMR and (13)C NMR spectra. The electrical conductivity of some ligands and their Co(II), Ni(II)

  在不同的pH值下研究了5-（邻取代苯基偶氮）-6-氨基-2-硫尿嘧啶和6-（邻取代苯基偶氮）-5-氨基尿嘧啶的取代基的电子吸收光谱。离解常数进行了评估和讨论。（1）1 H NMR和（13）C NMR光谱更支持互变异构现象。在293-150K的温度范围内，某些配体及其Co（II），Ni（II）和Cu（II）配合物的电导率有利于它们的半导体性能，其中金属离子形成桥以促进电流流动。测试了一些配体及其复合物对多种革兰氏阳性和革兰氏阴性细菌的生物活性。结果表明，某些化合物对某些生物具有很好的活性。
• Novel synthesis of 1,2,4-triazolo[4,3- a ]pyrimidin-5-one derivatives
  作者：Hamdi M Hassaneen、Hyam A Abdelhadi、Tayseer A Abdallah

  DOI：10.1016/s0040-4020(01)01026-2

  日期：2001.12

  1,2-Dihydro-2-thioxopyrimidin-4(3H)ones 6 react with C-ethoxycarbonyl-N-arylhydrazonoyl chlorides 1 to give 1,2,4-triazolo[4,3-a] pyrimidines 11 in good yield. The latter products 11 react with benzenediazonium chloride, nitrous acid, acetyl chloride and chloroacetyl chloride to give the corresponding substitution products 16-18. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidence. (C) 2001 Published by Elsevier Science Ltd.