5-氨基-2,4-二氢-4-(苯基偶氮)-3H-吡唑-3-酮 | 19197-14-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 5-氨基-2,4-二氢-4-(苯基偶氮)-3H-吡唑-3-酮
• 英文名称: 5-amino-2H-pyrazole-3,4-dione 4-phenylhydrazone
• 英文别名: 5-amino-2,4-dihydro-4-(phenylazo)-3H-pyrazol-3-one；3-amino-4-phenyldiazenyl-1,4-dihydropyrazol-5-one
• CAS: 19197-14-9
• 化学式: C₉H₉N₅O
• 分子量: 203.203
• InChiKey: KARWINWPVZJLQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  92.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-oxo-4H-3,1-benzoxazin-2-yl)phenyl-4-methylbenzenesulfonate 、 5-氨基-2,4-二氢-4-(苯基偶氮)-3H-吡唑-3-酮 在 溶剂黄146 作用下， 反应 8.0h， 以84%的产率得到4-[4-oxo-3-(5-oxo-4-phenylazo-4,5-dihydro-1H-pyrazol-3-yl)-3,4-dihydroquinazolin-2-yl]-phenyl-4-methylbenzenesulfonate
  参考文献：
  名称：

  Novel quinazolinone derivatives: synthesis and antimicrobial activity

  摘要：

  4-(4-Oxo-4H-3,1-benzoxazin-2-yl)phenyl-4-methylbenzenesulfonate (2) was prepared and reacted with some primary aromatic amines, e.g., aniline, p-chloro aniline, p-methoxy aniline, p-amino benzoic acid and p-amino acetophenone. It reacted also with some heterocyclic amines, e.g., 2-aminothiazole, 2-aminobenzothiazole, 5-amino-4-phenylazo-2,4-dihydropyrazol-3-one and 3-amino-2-methylquinazolinone and with diamines; e.g., o-phenylenediamine, p-phenylenediamine, ethylenediamine, semicarbazide hydrochloride and thiosemicarbazide under different conditions. On the other hand, compound (2) reacted with both sodium azide and active methylene compounds, e.g., ethylcyanoacetate and ethylacetoacetate to give (19) and (20), respectively. All new prepared compounds were subjected to antimicrobial activity evaluation.

  DOI：

  10.1007/s00044-012-0079-x
• 作为产物：
  描述：

  ethyl 2-cyano-2-(phenyldiazenyl)acetate 在 一水合肼 作用下， 生成 5-氨基-2,4-二氢-4-(苯基偶氮)-3H-吡唑-3-酮
  参考文献：
  名称：

  Mahmoud, M. R.; Adam, F. A.; Yousef, K., Bulletin des Societes Chimiques Belges, 1983, vol. 92, # 1, p. 13 - 20

  摘要：

  DOI：

文献信息

• Effect of Medium on the Acidity Constant of Some New Arylazopyrazolopyrimidine Derivatives
  作者：Elham M. Abd-Allah、Nasr M. Rageh、Hassan M. A. Salman

  DOI：10.1021/je020194t

  日期：2003.3.18

  The acid dissociation constants of some new 8-[(aryl)azo]-2,4-dimethylpyrazolo[1,5-a]pyrimidine-7(6H)-one derivatives were determined in aqueous−organic solvent mixtures. The organic solvents are methanol, ethanol, acetone, and dimethylformamide. The results obtained were discussed in terms of the solvent characteristics. The ionization constants of the title dyes depend largely on both the ratio and

  在水性有机溶剂混合物中测定了一些新的8-[（芳基）偶氮] -2,4-二甲基吡唑并[1,5 - a ]嘧啶-7（6H）-one衍生物的酸解离常数。有机溶剂是甲醇，乙醇，丙酮和二甲基甲酰胺。讨论了所得结果的溶剂特性。标题染料的电离常数在很大程度上取决于有机助溶剂的比例和性质。共轭碱与溶剂分子的氢键相互作用以及溶剂的碱度对电离过程起主要作用。已经得出结论，p K a值通过增加介质中有机助溶剂的量而增加。偶氮化合物分子结构对p的影响讨论K a值。
• El-Haty, M. T.; Adam, F. A., Bulletin de la Societe Chimique de France, 1983, vol. I, p. 129 - 132
  作者：El-Haty, M. T.、Adam, F. A.

  DOI：——

  日期：——
• Novel quinazolinone derivatives: synthesis and antimicrobial activity
  作者：Osman M. O. Habib、Hussein M. Hassan、Ahmed El-Mekabaty

  DOI：10.1007/s00044-012-0079-x

  日期：2013.2

  4-(4-Oxo-4H-3,1-benzoxazin-2-yl)phenyl-4-methylbenzenesulfonate (2) was prepared and reacted with some primary aromatic amines, e.g., aniline, p-chloro aniline, p-methoxy aniline, p-amino benzoic acid and p-amino acetophenone. It reacted also with some heterocyclic amines, e.g., 2-aminothiazole, 2-aminobenzothiazole, 5-amino-4-phenylazo-2,4-dihydropyrazol-3-one and 3-amino-2-methylquinazolinone and with diamines; e.g., o-phenylenediamine, p-phenylenediamine, ethylenediamine, semicarbazide hydrochloride and thiosemicarbazide under different conditions. On the other hand, compound (2) reacted with both sodium azide and active methylene compounds, e.g., ethylcyanoacetate and ethylacetoacetate to give (19) and (20), respectively. All new prepared compounds were subjected to antimicrobial activity evaluation.
• Mahmoud, M. R.; Adam, F. A.; Yousef, K., Bulletin des Societes Chimiques Belges, 1983, vol. 92, # 1, p. 13 - 20
  作者：Mahmoud, M. R.、Adam, F. A.、Yousef, K.、El-Haty, M. T.

  DOI：——

  日期：——