(E)-ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate | 1233389-00-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate
• 英文别名: (Z)-ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate
• CAS: 1233389-00-8
• 化学式: C₁₉H₁₇N₃O₃
• 分子量: 336.356
• InChiKey: SLVFMDILLOKISC-ZVDSADNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  79.79
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  、 2-氧代-5-苯基-1,3-二氢吡咯-4-羧酸乙酯 以 甲醇 为溶剂， 生成 (E)-ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate 、 (E)-ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  A 1H, 13C and 15N NMR spectroscopic and GIAO DFT study of ethyl 5-oxo-2-phenyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate

  摘要：

  N-15-Labelled ethyl 5-oxo-2-phenyl-4-(2-phenylhyclrazono)-4,5-dihydro-1H-pyrrole-3-carboxylate was synthesized by azo-coupling of diazotized aniline (using Na (NO2)-N-15, 99% N-15) with ethyl 4,5-Mhydro-5-oxo-2-phenyl-(1H)-pyrrole-3-carboxylate. The product was formed as a tautomeric hydrazone mixture as confirmed by C-13 and N-15 chemical shifts, and was obtained as a mixture of F and Z isomers according to (11)J(N-15, C-13). A comparison of the H-1 NMR data with CIAO OFT calculations enabled determination of the configuration of the carboxy ester group in both isomers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.043