methyl (2Z,5E)-4-oxo-2-(4-methylphenylamino)-6-phenylhexa-2,5-dienoate | 1027487-63-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (2Z,5E)-4-oxo-2-(4-methylphenylamino)-6-phenylhexa-2,5-dienoate
• 英文别名: methyl (2Z,5E)-2-(4-methylanilino)-4-oxo-6-phenylhexa-2,5-dienoate
• CAS: 1027487-63-3
• 化学式: C₂₀H₁₉NO₃
• 分子量: 321.376
• InChiKey: MSACGVRWMRXOPH-ANMLQGLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  methyl (2Z,5E)-4-oxo-2-(4-methylphenylamino)-6-phenylhexa-2,5-dienoate 以 甲苯 、 苯 为溶剂， 反应 1.17h， 生成 4'-hydroxy-6,6-dimethyl-1,1'-bis(4-methylphenyl)-3'-(1-oxo-3-phenylprop-2-en-2-yl)-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-trione
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: LXXXV. Synthesis of methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates and their reaction with 3-amino-5,5-dimethylcyclohex-2-en-1-ones. Molecular and crystalline structure of 4′-hydroxy-1′-(4-methoxyphenyl)-6,6-dimethyl-3′-(1-oxo-3-phenylprop-2-en-1-yl)-1-phenyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1H,1′H,5H)-trione

  摘要：

  Treatment of methyl 2-arylamino-4-oxo-6-phenylhexa-2,5-dienoates with oxalyl chloride gave methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates which reacted with 3-benzylamino- and 3-arylamino-5,5-dimethylcyclohex-2-en-1-ones to produce 1'-aryl-1-benzyl- and 1,1'-diaryl-4'-hydroxy-6,6-dimethyl-3'-(1-oxo-3-phenylprop-2-en-1-yl)-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-triones.

  DOI：

  10.1134/s1070428012040173
• 作为产物：
  描述：

  methyl (2Z,5E)-2-hydroxy-4-oxo-6-phenylhexa-2,5-dienoate 、 乙烷,三氯氟- 以 甲苯 为溶剂， 反应 5.0h， 生成 methyl (2Z,5E)-4-oxo-2-(4-methylphenylamino)-6-phenylhexa-2,5-dienoate
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: LXXXV. Synthesis of methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates and their reaction with 3-amino-5,5-dimethylcyclohex-2-en-1-ones. Molecular and crystalline structure of 4′-hydroxy-1′-(4-methoxyphenyl)-6,6-dimethyl-3′-(1-oxo-3-phenylprop-2-en-1-yl)-1-phenyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1H,1′H,5H)-trione

  摘要：

  Treatment of methyl 2-arylamino-4-oxo-6-phenylhexa-2,5-dienoates with oxalyl chloride gave methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates which reacted with 3-benzylamino- and 3-arylamino-5,5-dimethylcyclohex-2-en-1-ones to produce 1'-aryl-1-benzyl- and 1,1'-diaryl-4'-hydroxy-6,6-dimethyl-3'-(1-oxo-3-phenylprop-2-en-1-yl)-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-triones.

  DOI：

  10.1134/s1070428012040173

文献信息

• US6683110B1
  申请人：——

  公开号：US6683110B1

  公开（公告）日：2004-01-27
• Five-membered 2,3-dioxo heterocycles: LXXXV. Synthesis of methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates and their reaction with 3-amino-5,5-dimethylcyclohex-2-en-1-ones. Molecular and crystalline structure of 4′-hydroxy-1′-(4-methoxyphenyl)-6,6-dimethyl-3′-(1-oxo-3-phenylprop-2-en-1-yl)-1-phenyl-6,7-dihydrospiro[indole-3,2′-pyrrole]-2,4,5′(1H,1′H,5H)-trione
  作者：P. S. Silaichev、V. O. Filimonov、P. A. Slepukhin、A. N. Maslivets

  DOI：10.1134/s1070428012040173

  日期：2012.4

  Treatment of methyl 2-arylamino-4-oxo-6-phenylhexa-2,5-dienoates with oxalyl chloride gave methyl 1-aryl-4,5-dioxo-3-(1-oxo-3-phenylprop-2-en-1-yl)-4,5-dihydro-1H-pyrrole-2-carboxylates which reacted with 3-benzylamino- and 3-arylamino-5,5-dimethylcyclohex-2-en-1-ones to produce 1'-aryl-1-benzyl- and 1,1'-diaryl-4'-hydroxy-6,6-dimethyl-3'-(1-oxo-3-phenylprop-2-en-1-yl)-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-triones.