4-furanoyl-3-hydroxy-5-(3-hydroxyphenyl)-1-(thiazol-2-yl)-3-pyrrolin-2-one | 1407486-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-furanoyl-3-hydroxy-5-(3-hydroxyphenyl)-1-(thiazol-2-yl)-3-pyrrolin-2-one
• 英文别名: 4-(furan-2-ylcarbonyl)-3-hydroxy-5-(3-hydroxyphenyl)-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-one；4-(2-Furylcarbonyl)-3-hydroxy-5-(3-hydroxyphenyl)-1-(1,3-thiazol-2-YL)-1,5-dihydro-2H-pyrrol-2-one；3-(furan-2-carbonyl)-4-hydroxy-2-(3-hydroxyphenyl)-1-(1,3-thiazol-2-yl)-2H-pyrrol-5-one
• CAS: 1407486-79-6
• 化学式: C₁₈H₁₂N₂O₅S
• 分子量: 368.37
• InChiKey: BEMXFLZVLOJWJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-furanoyl-3-hydroxy-5-(3-hydroxyphenyl)-1-(thiazol-2-yl)-3-pyrrolin-2-one 在 hydrazine hydrate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以45%的产率得到3-(furan-2-yl)-4-(3-hydroxyphenyl)-5-(1,3-thiazol-2-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one
  参考文献：
  名称：

  Reactions of 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones with hydrazine, phenylhydrazine, and hydroxylamine

  摘要：

  Three-component condensation of methyl 4-(furan-2-yl)- and 4-(thiophen-2-yl)-2,4-dioxobutanoates with aromatic aldehydes and 1,3-thiazol-2-amine afforded 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones. Reactions of the latter with hydrazine and phenylhydrazine gave pyrrolo[3,4-c]pyrazol-6-ones and 3-phenylhydrazones, while the corresponding oximes were obtained in reactions with hydroxylamine.

  DOI：

  10.1134/s1070428015010194
• 作为产物：
  描述：

  4-呋喃-2-基-2,4-二氧代丁酸甲酯 、 2-氨基噻唑 、 间羟基苯甲醛 以 溶剂黄146 为溶剂， 以34%的产率得到4-furanoyl-3-hydroxy-5-(3-hydroxyphenyl)-1-(thiazol-2-yl)-3-pyrrolin-2-one
  参考文献：
  名称：

  Reactions of 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones with hydrazine, phenylhydrazine, and hydroxylamine

  摘要：

  Three-component condensation of methyl 4-(furan-2-yl)- and 4-(thiophen-2-yl)-2,4-dioxobutanoates with aromatic aldehydes and 1,3-thiazol-2-amine afforded 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones. Reactions of the latter with hydrazine and phenylhydrazine gave pyrrolo[3,4-c]pyrazol-6-ones and 3-phenylhydrazones, while the corresponding oximes were obtained in reactions with hydroxylamine.

  DOI：

  10.1134/s1070428015010194

文献信息

• Formation of 3-[2-oxo-2-(2-heteryl)ethylidene]-3,4-dihydroquinoxalin-2(1H)-ones in the reaction of 5-aryl-4-heteroyl-3-hydroxy-1-thiazolyl-3-pyrrolin-2-ones with o-phenylenediamine
  作者：V. L. Gein、M. A. Mar’yasov、T. A. Silina

  DOI：10.1007/s10593-012-1086-z

  日期：2012.9