N-(dimethylaminomethylidene)-1-sulfanylidene-2H-[1,2,4]triazolo[4,3-a]quinoxaline-4-carboxamide | 190334-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N-(dimethylaminomethylidene)-1-sulfanylidene-2H-[1,2,4]triazolo[4,3-a]quinoxaline-4-carboxamide
• CAS: 190334-05-5
• 化学式: C₁₃H₁₂N₆OS
• 分子量: 300.344
• InChiKey: HKGAPXUZZLDMMY-UHFFFAOYSA-N

物化性质

• 沸点：
  450.2±28.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯乙酸乙酯 、 N-(dimethylaminomethylidene)-1-sulfanylidene-2H-[1,2,4]triazolo[4,3-a]quinoxaline-4-carboxamide 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以82%的产率得到Ethyl 2-[[4-(dimethylaminomethylidenecarbamoyl)-[1,2,4]triazolo[4,3-a]quinoxalin-1-yl]sulfanyl]acetate
  参考文献：
  名称：

  Synthesis of new triazoloquinoxalines, pyrroloquinoxalines, and pyrimidopyrroloquinoxalines

  摘要：

  When 2-hydroxyquinoxaline-3-carboxamide (1) was reacted with POCl3 in DMF, 2-chloro-3-dimethylaminomethylenecarboxamide (2) was obtained. The chloro compound 2 was reacted with thiourea and hydrazine hydrate to give the corresponding mercapto and hydrazino derivatives 3 and 8, respectively. On the other hand, 2-chloroquinoxaline-3-carbonitrile (13) reacted with ethyl glycinate to the glycinate derivative 14 which was cyclized to pyrroloquinoxaline 15 by heating with sodium ethoxide. Pyrimidopyrroloquinoxaline derivatives 16 and 17 were obtained via the reaction of 15 with formamide and phenyl isothiocyanate, respectively.

  DOI：

  10.1007/bf00807794
• 作为产物：
  描述：

  1,2-dihydro-2-oxoquinoxaline-3-carboxamide 在 一水合肼 、 三氯氧磷 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 28.0h， 生成 N-(dimethylaminomethylidene)-1-sulfanylidene-2H-[1,2,4]triazolo[4,3-a]quinoxaline-4-carboxamide
  参考文献：
  名称：

  Synthesis of new triazoloquinoxalines, pyrroloquinoxalines, and pyrimidopyrroloquinoxalines

  摘要：

  When 2-hydroxyquinoxaline-3-carboxamide (1) was reacted with POCl3 in DMF, 2-chloro-3-dimethylaminomethylenecarboxamide (2) was obtained. The chloro compound 2 was reacted with thiourea and hydrazine hydrate to give the corresponding mercapto and hydrazino derivatives 3 and 8, respectively. On the other hand, 2-chloroquinoxaline-3-carbonitrile (13) reacted with ethyl glycinate to the glycinate derivative 14 which was cyclized to pyrroloquinoxaline 15 by heating with sodium ethoxide. Pyrimidopyrroloquinoxaline derivatives 16 and 17 were obtained via the reaction of 15 with formamide and phenyl isothiocyanate, respectively.

  DOI：

  10.1007/bf00807794

文献信息

• Geies; Kamal El-Dean; Moustafa, Pharmazie, 1997, vol. 52, # 6, p. 436 - 441
  作者：Geies、Kamal El-Dean、Moustafa

  DOI：——

  日期：——