3-{2-[(4-methoxyphenyl)phenylmethylene]hydrazono}-5-tert-butyl-3H-furan-2-one | 1292813-39-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-{2-[(4-methoxyphenyl)phenylmethylene]hydrazono}-5-tert-butyl-3H-furan-2-one
• 英文别名: 3-{2-[(4-Methoxyphenyl)phenylmethylene] hydrazono}-5-t-butyl-3h-furan-2-one；5-tert-butyl-3-[[(4-methoxyphenyl)-phenylmethylidene]hydrazinylidene]furan-2-one
• CAS: 1292813-39-8
• 化学式: C₂₂H₂₂N₂O₃
• 分子量: 362.428
• InChiKey: NUMQKWQCEKQVNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-{2-[(4-methoxyphenyl)phenylmethylene]hydrazono}-5-tert-butyl-3H-furan-2-one 、 正丁醇 在 三乙胺 作用下， 反应 0.08h， 以87%的产率得到butyl 2-{2-[(4-methoxyphenyl)(phenyl)methylidene]hydrazinyl}-5,5-dimethyl-4-oxohex-2-enoate
  参考文献：
  名称：

  Synthesis and Properties of Alkyl 2-[2-(Diarylmethylidene)hydrazinyl]-5,5-dimethyl-4-oxohex-2-enoates

  摘要：

  Ring opening of 3-[(diarylmethylidene)hydrazinylidene]-5-tert-butylfuran-2(3H)-ones by the action of alcohols afforded previously unknown alkyl 2-[2-(diarylmethylidene)hydrazinyl]-5,5-dimethyl-4-oxohex-2-enoates which were found to exist in solution as mixtures of tautomers.

  DOI：

  10.1134/s1070428020040132
• 作为产物：
  描述：

  在 乙酸酐 作用下， 以72%的产率得到3-{2-[(4-methoxyphenyl)phenylmethylene]hydrazono}-5-tert-butyl-3H-furan-2-one
  参考文献：
  名称：

  Iminofuran chemistry: VII. Intramolecular cyclization of 2-N-aryl-substituted derivatives of 2-amino-4-aryl-4-oxobut-2-enoic and 2-amino-5,5-dimethyl4-oxohex-2-enoic acids

  摘要：

  The cyclization at the treatment of acetic anhydride of 4-aryl-2-arylamino-4-oxobut-2-enoic and 2-arylamino-5,5-dimethyl-4-oxohex-2-enoic acids was investigated furnishing derivatives of 5-aryl-3-aryl-imino-3H-furan-2-ones and 4-arylamino-2-tert-butyl-2,5-dihydro-5-oxofuran-2-yl acetate respectively. 2-N-2-Methylene-substituted 4-aryl-2-hydrazino-4-oxobut-2-enoic and 5,5-dimethyl-2-hydrazino-4-oxohex-2-enoic acids cleanly underwent cyclization under the effect of acetic anhydride into 5-aryl-3-hydrazono-3H-furan-2-ones and 5-tert-butyl-3-hydrazono-3H-furan-2-ones.

  DOI：

  10.1134/s1070428011020163

文献信息

• Synthesis and anti-inflammatory activity of N′-substituted 2-[2-(diarylmethylene)hydrazinyl]-5,5-dimethyl-4-oxohex-2-enehydrazides
  作者：A. I. Siutkina、Yu. O. Sharavyeva、S. V. Chashchina、S. A. Shipilovskikh、N. M. Igidov

  DOI：10.1007/s11172-022-3439-9

  日期：2022.3

  New N′-substituted 2-(2-(diarylmethylene)hydrazinyl)-5,5-dimethyl-4-oxohex-2-enehydrazides were synthesized by the ring opening reaction of 3-diarylmethylenehydrazono-5-tert-butyl-3H-furan-2-ones under the action of aliphatic, aromatic, and heterocyclic acid hydrazides. The structures of the obtained compounds were confirmed by 1H and 13C NMR spectroscopy, IR spectroscopy, and elemental analysis. Their anti-inflammatory activity was studied.

  在脂肪族、芳香族和杂环族酸酰肼的作用下，通过 3-二芳基亚甲基肼-5-叔丁基-3H-呋喃-2-酮的开环反应合成了新的 N′-取代的 2-(2-(二芳基亚甲基)肼基)-5,5-二甲基-4-氧代己-2-烯酰肼。所获化合物的结构通过 1H 和 13C NMR 光谱、红外光谱和元素分析得到了证实。研究了这些化合物的抗炎活性。