[(E)-(4-hydroxy-1-methyl-2-oxoquinolin-3-yl)methylideneamino]thiourea | 1204479-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(E)-(4-hydroxy-1-methyl-2-oxoquinolin-3-yl)methylideneamino]thiourea
• CAS: 1204479-96-8
• 化学式: C₁₂H₁₂N₄O₂S
• 分子量: 276.319
• InChiKey: GKQNTFGPGDOHRL-MKMNVTDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(E)-(4-hydroxy-1-methyl-2-oxoquinolin-3-yl)methylideneamino]thiourea 以62%的产率得到
  参考文献：
  名称：

  Mohamed ElHossain Ali, J. Serb. Chem. Soc., 59 (1994) N 10, S 705-714

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde 生成 [(E)-(4-hydroxy-1-methyl-2-oxoquinolin-3-yl)methylideneamino]thiourea
  参考文献：
  名称：

  Mohamed ElHossain Ali, J. Serb. Chem. Soc., 59 (1994) N 10, S 705-714

  摘要：

  DOI：

文献信息

• 4-hydroxy-2-quinolones 165*. 1-R-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carbaldehydes and their thiosemicarbazones. Synthesis, structure, and biological properties
  作者：I. V. Ukrainets、Liu Yangyang、A. A. Tkach、O. V. Gorokhova、A. V. Turov

  DOI：10.1007/s10593-009-0327-2

  日期：2009.6

  Two variants are discussed of the synthesis of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid beta-N-tosylhydrazides which undergo a McFayden-Stevens reaction to give 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbaldehydes in high yields. It was shown that the thiosemicarbazones prepared from them exist in the solid state exclusively in the syn-form while in solution a hydrazone. <-> enhydrazine tautomerism is observed. The results of a study of the antitubercular activity of the synthesized compounds are reported.