(Z)-2-(4-methoxyphenylamino)-1,4-diphenylbut-2-ene-1,4-dione | 27311-58-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (Z)-2-(4-methoxyphenylamino)-1,4-diphenylbut-2-ene-1,4-dione
• 英文别名: (Z)-2-(4-Methoxyanilino)-1,4-diphenylbut-2-ene-1,4-dione
• CAS: 27311-58-6；29954-09-4
• 化学式: C₂₃H₁₉NO₃
• 分子量: 357.409
• InChiKey: CFTXUSBBDUWMBA-PGMHBOJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4-methoxyphenylamino)-1,4-diphenylbut-2-ene-1,4-dione 以 diphenyl ether-biphenyl eutectic 、 苯 为溶剂， 反应 1.58h， 生成 2,3-dibenzoyl-6-methoxyquinolin-4(1H)-one
  参考文献：
  名称：

  Five-membered 2,3-dioxoheterocycles: LXXXIII. Synthesis and thermolysis of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones

  摘要：

  The reaction of (Z)-2-amino-1,4-diarylbut-2-en-1,4-diones with oxalyl chloride led to the formation of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones that at the thermal decarbonylation gave aroyl(N-arylimidoyl)ketenes which underwent stabilization by molecular cyclization into 2,3-diaroylquinolin-4(1H)-ones.

  DOI：

  10.1134/s1070428012020145
• 作为产物：
  描述：

  反-1,2-二苯酰乙烯 以 六甲基磷酰三胺 为溶剂， 生成 (Z)-2-(4-methoxyphenylamino)-1,4-diphenylbut-2-ene-1,4-dione
  参考文献：
  名称：

  Benati, Luisa; Montevecchi, P. Carlo; Spagnolo, Piero, Journal of the Chemical Society. Perkin transactions I, 1991, # 1, p. 71 - 77

  摘要：

  DOI：

文献信息

• Use of [hydroxy(tosyloxy)iodo]benzene in a novel and facile synthesis of 1,4-diaryl-2-(arylamino)but-2-ene-1,4-diones
  作者：Om Prakash、Anita Batra、Vishwas Chaudhri、Richa Prakash

  DOI：10.1016/j.tetlet.2005.02.129

  日期：2005.4

  [hydroxy(tosyloxy)iodo]benzene followed by treatment of the resulting α-tosyloxyacetophenones 2 thus formed with anilines 3 in the presence of sodium carbonate in ethanol provides a novel one-pot synthesis of 1,4-diaryl-2-(arylamino)but-2-ene-1,4-diones 4.

  苯乙酮的反应1与[羟基（甲苯磺酰氧基）碘]苯，接着处理所得到的α-tosyloxyacetophenones的2因此与苯胺形成3在碳酸钠在乙醇中的存在提供1,4-二芳基的新颖的一锅法合成-2-（芳基氨基）丁-2-烯-1,4-二酮4。
• Reactions of aromatic nitro compounds with acetophenone in the presence of alkali. Crystal structure of (E)-1,2-dibenzoyl-o-tolylaminoethylene
  作者：Lucedio Greci、Mirco Pieroni、Giorgio Tosi、Corrado Rizzoli、Paolo Sgarabotto、Franco Ugozzoli

  DOI：10.1007/bf01179915

  日期：1991.12

  Methyl and methoxy substituted nitroarenes were reacted with acethophenone in the presence of sodium ethoxide in ethanol giving arylamino-conjugated diketo derivatives. A case of ipso-substitution of a methoxy group is discussed. The title compound C23H19NO2 (M(r) = 341.4) crystallizes in the monoclinic system, space group P2(1)/n with a = 21.579(4), b = 8.526(2), c = 9.983(2) angstrom; beta = 92.3(1)-degrees; V = 1835.2(7) angstrom-3, Z = 4, D(c) = 1.24 g cm-3, mu(Cu-K-alpha) = 5.9 cm-1, lambda = 1.5418 angstrom, F(OOO) = 720. The molecule adopts the E configuration with the C = O carbonyl groups trans with respect to the ethylenic double bond.
• Gomaa, Mohsen Abdel-Motaal, Journal of Chemical Research, Miniprint, 1997, # 12, p. 2679 - 2687
  作者：Gomaa, Mohsen Abdel-Motaal

  DOI：——

  日期：——
• Gomaa, Mohsen Abdel-Motaal, Journal of Chemical Research, 2004, # 1, p. 81 - 83
  作者：Gomaa, Mohsen Abdel-Motaal

  DOI：——

  日期：——
• Synthesis of 2-amino-2-butene-1,4-diones via three-component reactions of dihydroxyketones, amines and sulfoxonium ylides
  作者：Chun Wu、Yu Tian、Zunting Zhang、Tao Wang

  DOI：10.1016/j.tetlet.2022.153817

  日期：2022.5