2-(3,7-dimethyl-2-oxoquinoxalin-1(2H)-yl)ethanethioamide | 1116152-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(3,7-dimethyl-2-oxoquinoxalin-1(2H)-yl)ethanethioamide
• CAS: 1116152-03-4
• 化学式: C₁₂H₁₃N₃OS
• 分子量: 247.321
• InChiKey: SPWYWDROLZDDSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.91
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3,7-dimethyl-2-oxoquinoxalin-1(2H)-yl)ethanethioamide 、 1,3-二氯丙酮 以 4-甲基-2-戊酮 为溶剂， 反应 5.0h， 以62%的产率得到1-((4-(chloromethyl)thiazol-2-yl)methyl)-3,7-dimethylquinoxalin-2(1H)-one
  参考文献：
  名称：

  Synthesis of Some Novel 2,4-Disubstituted Thiazoles as Possible Antimicrobial Agents

  摘要：

  A series of 4-aryl-2-(3-methyl-7-substituted quinoxaline-2-one-1-yl)-1,3-thiazoles (6a-1) and 4-substituted alkyl-2-(3-methyl-7-substituted quinoxaline-2-one-1-yl)1,3-thiazoles (8a-i) were synthesized in good yield by condensing 2-(3-methyl-7-substituted 1,2-oxoquinoxalin-1(2H)-yl)ethanethioamides (5a-c) with substituted phenacyl bromide and dichloroacetone followed by treatment with secondary amines, respectively. The intermediates, 5a-c were conveniently obtained by reacting phosphorus pentasulphide with 2-(3-methyl-7-substituted-2-oxoquinoxalin-1(2H)-yl) acetamides (4a-c) which in turn were synthesized from ethyl (3-methyl-7-substituted-2-oxoquinoxalin-1(2H)-yl) acetates (3a-c) by aqueous ammonia treatment. The newly synthesized compounds were characterized by IR, (1)H NMR, (13)C NMR, and Mass spectral and elemental analyses. These compounds were screened for in vitro antibacterial activity against five pathogenic strains and antifungal activity against four fungi. Preliminary results revealed that some of the synthesized compounds showed promising antimicrobial activity.

  DOI：

  10.1080/10426500701641049
• 作为产物：
  描述：

  2-(3,7-dimethyl-2-oxoquinoxalin-1(2H)-yl)acetamide 在 tetraphosphorus decasulfide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以68%的产率得到2-(3,7-dimethyl-2-oxoquinoxalin-1(2H)-yl)ethanethioamide
  参考文献：
  名称：

  Synthesis of Some Novel 2,4-Disubstituted Thiazoles as Possible Antimicrobial Agents

  摘要：

  A series of 4-aryl-2-(3-methyl-7-substituted quinoxaline-2-one-1-yl)-1,3-thiazoles (6a-1) and 4-substituted alkyl-2-(3-methyl-7-substituted quinoxaline-2-one-1-yl)1,3-thiazoles (8a-i) were synthesized in good yield by condensing 2-(3-methyl-7-substituted 1,2-oxoquinoxalin-1(2H)-yl)ethanethioamides (5a-c) with substituted phenacyl bromide and dichloroacetone followed by treatment with secondary amines, respectively. The intermediates, 5a-c were conveniently obtained by reacting phosphorus pentasulphide with 2-(3-methyl-7-substituted-2-oxoquinoxalin-1(2H)-yl) acetamides (4a-c) which in turn were synthesized from ethyl (3-methyl-7-substituted-2-oxoquinoxalin-1(2H)-yl) acetates (3a-c) by aqueous ammonia treatment. The newly synthesized compounds were characterized by IR, (1)H NMR, (13)C NMR, and Mass spectral and elemental analyses. These compounds were screened for in vitro antibacterial activity against five pathogenic strains and antifungal activity against four fungi. Preliminary results revealed that some of the synthesized compounds showed promising antimicrobial activity.

  DOI：

  10.1080/10426500701641049