2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one | 198974-12-8

• 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: 2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one
• 英文别名: 2-p-chlorobenzoylmethylene-5-phenyl-2,3-dihydrofuran-3-one；(2Z)-2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3-one
• CAS: 198974-12-8
• 化学式: C₁₈H₁₁ClO₃
• 分子量: 310.737
• InChiKey: JEHNULRDVZQRHG-ZDLGFXPLSA-N

物化性质

• 沸点：
  509.7±50.0 °C(Predicted)
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1-methylethylidene)-4-nitrobenzohydrazide 、 2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one 以 乙醇 为溶剂， 生成 2-benzoyl-3-[2-(4-chlorophenyl)-2-oxoethyl]-3-hydroxy-6-phenyl-2,3-dihydropyridazin-4(1H)-one
  参考文献：
  名称：

  Reaction of 2-(2-oxoethylidene)furan-3(2H)-ones with isopropylidenehydrazides of aromatic carboxylic acids: Synthesis of 3-hydroxy-3-(2-oxoethyl)-2,3-dihydropyridazin-4(1H)-ones

  摘要：

  DOI：

  10.1007/s10593-007-0152-4
• 作为产物：
  描述：

  5-苯基呋喃-2,3-二酮 、 4-chlorobenzoylmethylenetriphenylphosphorane 以 苯 为溶剂， 反应 0.03h， 以43%的产率得到(2E)-2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3-one
  参考文献：
  名称：

  Chemistry of 2-methylene-2,3-dihydro-3-furanones

  摘要：

  2-p-Chlorobenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone reacts with arylamines or N-arylideneamines to form the products of ring opening, 1,6-diaryl-1-arylamino-4-hydroxy-1,4-hexadiene-3,6-diones. The reaction of 5-aryl-2-p-chlorobenzoylmethylene-2,3-dihydro-3-furanones with o-aminophenol afforded 3-p-chlorobenzoylmethylene-3,4-dihydro-2H-benzo[b]-1,4-oxazin-2-one. Nucleophilic attack of amines is directed either to electrophilic centers at the C(5) and C(2) atoms or to the carbonyl group of the 2-phenacylidene substituent of the 3-oxofuran ring.

  DOI：

  10.1007/bf02495929

文献信息

• Chemistry of 2-ylidenefuran-3(2H)-ones: XIX. Reaction of 5-aryl-2(oxoylidene)furan-3(2H)-ones with carboxylic acid hydrazides
  作者：E. N. Koz’minykh、V. I. Goncharov、V. O. Koz’minykh

  DOI：10.1134/s1070428007060115

  日期：2007.6

  2-[2-(4-Chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one and methyl (5-aryl-3-oxo-2,3-dihydrofuran-2-ylidene)acetates react with carboxylic acid hydrazides to give the corresponding 3-substituted 2-acyl-6-aryl-3-hydroxy-2,3-dihydropyridazin-4(1H)-ones. Specificities of the product structure are discussed.
• Koz'minykh; Igidov; Koz'minykh, Russian Journal of Organic Chemistry, 2000, vol. 36, # 9, p. 1341 - 1345
  作者：Koz'minykh、Igidov、Koz'minykh、Shavkunova、Sof'ina

  DOI：——

  日期：——
• Reaction of 2-(2-oxoethylidene)furan-3(2H)-ones with isopropylidenehydrazides of aromatic carboxylic acids: Synthesis of 3-hydroxy-3-(2-oxoethyl)-2,3-dihydropyridazin-4(1H)-ones
  作者：V. O. Kozminykh、D. B. Oborin、V. I. Goncharov、E. N. Kozminykh

  DOI：10.1007/s10593-007-0152-4

  日期：2007.8
• Chemistry of 2-methylene-2,3-dihydro-3-furanones
  作者：E. N. Kozminykh、N. M. Igidov、G. A. Shavkunova、V. O. Kozminykh

  DOI：10.1007/bf02495929

  日期：1997.7

  2-p-Chlorobenzoylmethylene-5-phenyl-2,3-dihydro-3-furanone reacts with arylamines or N-arylideneamines to form the products of ring opening, 1,6-diaryl-1-arylamino-4-hydroxy-1,4-hexadiene-3,6-diones. The reaction of 5-aryl-2-p-chlorobenzoylmethylene-2,3-dihydro-3-furanones with o-aminophenol afforded 3-p-chlorobenzoylmethylene-3,4-dihydro-2H-benzo[b]-1,4-oxazin-2-one. Nucleophilic attack of amines is directed either to electrophilic centers at the C(5) and C(2) atoms or to the carbonyl group of the 2-phenacylidene substituent of the 3-oxofuran ring.